ATE670T1 - PROCESS FOR THE PREPARATION OF P-TERT-BUTYLBENZALDEHYDE AND ITS CORE-SUBSTITUTED BY HALOGEN DERIVATIVES. - Google Patents
PROCESS FOR THE PREPARATION OF P-TERT-BUTYLBENZALDEHYDE AND ITS CORE-SUBSTITUTED BY HALOGEN DERIVATIVES.Info
- Publication number
- ATE670T1 ATE670T1 AT79104477T AT79104477T ATE670T1 AT E670 T1 ATE670 T1 AT E670T1 AT 79104477 T AT79104477 T AT 79104477T AT 79104477 T AT79104477 T AT 79104477T AT E670 T1 ATE670 T1 AT E670T1
- Authority
- AT
- Austria
- Prior art keywords
- tert
- substituted
- butylbenzaldehyde
- nucleus
- core
- Prior art date
Links
- OTXINXDGSUFPNU-UHFFFAOYSA-N 4-tert-butylbenzaldehyde Chemical compound CC(C)(C)C1=CC=C(C=O)C=C1 OTXINXDGSUFPNU-UHFFFAOYSA-N 0.000 title abstract 3
- 229910052736 halogen Inorganic materials 0.000 title 1
- 150000002367 halogens Chemical class 0.000 title 1
- 230000031709 bromination Effects 0.000 abstract 2
- 238000005893 bromination reaction Methods 0.000 abstract 2
- FEWDXGMBVQULLN-UHFFFAOYSA-N 1-hydroxy-2-phenyl-1,5,6,7-tetrahydro-4H-benzimidazol-4-one Chemical compound ON1C=2CCCC(=O)C=2N=C1C1=CC=CC=C1 FEWDXGMBVQULLN-UHFFFAOYSA-N 0.000 abstract 1
- QCWXDVFBZVHKLV-UHFFFAOYSA-N 1-tert-butyl-4-methylbenzene Chemical compound CC1=CC=C(C(C)(C)C)C=C1 QCWXDVFBZVHKLV-UHFFFAOYSA-N 0.000 abstract 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 230000026030 halogenation Effects 0.000 abstract 1
- 238000005658 halogenation reaction Methods 0.000 abstract 1
- 239000000543 intermediate Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- 239000008177 pharmaceutical agent Substances 0.000 abstract 1
- 239000003223 protective agent Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/80—Separation; Purification; Stabilisation; Use of additives by liquid-liquid treatment
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C22/00—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom
- C07C22/02—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings
- C07C22/04—Cyclic compounds containing halogen atoms bound to an acyclic carbon atom having unsaturation in the rings containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/02—Monocyclic aromatic halogenated hydrocarbons
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/02—Monocyclic aromatic halogenated hydrocarbons
- C07C25/13—Monocyclic aromatic halogenated hydrocarbons containing fluorine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/42—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis
- C07C45/43—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by hydrolysis of >CX2 groups, X being halogen
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/78—Separation; Purification; Stabilisation; Use of additives
- C07C45/85—Separation; Purification; Stabilisation; Use of additives by treatment giving rise to a chemical modification
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
Abstract
p-tert.Butylbenzaldehyde and the derivatives thereof which are halogen-substituted at the nucleus are prepared by bromination of p-tert.butyltoluene and the derivatives thereof which are correspondingly halogen-substituted at the nucleus under side-chain halogenation conditions until the benzal bromide is obtained which is then saponified. Practically no undesired bromination at the nucleus or the tert.butyl group takes place. The products obtained are valuable intermediates for the manufacture of pharmaceutical agents, plant protecting agents and dyestuffs.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE2849692A DE2849692C3 (en) | 1978-11-16 | 1978-11-16 | Process for the preparation of p-tert-butylbenzaldehyde and its derivatives monosubstituted by halogen at the nucleus |
| DE19792911237 DE2911237B2 (en) | 1979-03-22 | 1979-03-22 | Process for the preparation of p-tert-butylbenzaldehyde and its derivatives which are mono-substituted on the core by halogen |
| EP79104477A EP0011281B1 (en) | 1978-11-16 | 1979-11-13 | Process for the preparation of p-tert.-butyl benzaldehyde and the derivatives thereof substituted in the nucleus by halogen. |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ATE670T1 true ATE670T1 (en) | 1982-02-15 |
Family
ID=25776504
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT79104477T ATE670T1 (en) | 1978-11-16 | 1979-11-13 | PROCESS FOR THE PREPARATION OF P-TERT-BUTYLBENZALDEHYDE AND ITS CORE-SUBSTITUTED BY HALOGEN DERIVATIVES. |
Country Status (8)
| Country | Link |
|---|---|
| US (1) | US4277421A (en) |
| EP (2) | EP0034837B1 (en) |
| AT (1) | ATE670T1 (en) |
| AU (1) | AU529156B2 (en) |
| BR (1) | BR7907434A (en) |
| CA (1) | CA1133939A (en) |
| DE (2) | DE2962101D1 (en) |
| IL (1) | IL58718A (en) |
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5690031A (en) * | 1979-12-21 | 1981-07-21 | Sumitomo Chem Co Ltd | Preparation of aromatic aldehyde |
| DE3029368A1 (en) * | 1980-08-01 | 1982-03-04 | Bayer Ag, 5090 Leverkusen | METHOD FOR HALOGENING POTENTIALLY SUBSTITUTED 4-TERT.-BUTYL TOLUOLES AND THE MIXTURES OBTAINED THEREOF FROM POTENTIALLY SUBSTITUTED 4-TERT.-BUTYLBENZALHALOGENIDIDE AND 4-TERTY |
| DE3029369A1 (en) * | 1980-08-01 | 1982-03-18 | Bayer Ag, 5090 Leverkusen | METHOD FOR (ALPHA) -HALOGENING OF OPTIONALLY SUBSTITUTED METHYLAROMATS AND (ALPHA) -BROM AND (ALPHA) -CHLORINE-CONTAINING MIXTURES |
| DE3029367A1 (en) * | 1980-08-01 | 1982-03-04 | Bayer Ag, 5090 Leverkusen | METHOD FOR PRODUCING 4-TERT.-BUTYLBENZALDEHYDES |
| GB2103208B (en) * | 1981-07-21 | 1985-08-21 | Central Glass Co Ltd | Vapor phase catalytic hydrolysis of benzal chloride or its halogen- or trifluoromethyl-substitute to form benzaldehyde or substitute |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB816253A (en) * | 1957-01-15 | 1959-07-08 | Chemon Corp | Improvements relating to the production of benzaldehyde from toluene |
| US3700736A (en) * | 1969-07-16 | 1972-10-24 | Sumitomo Chemical Co | Preparation of p-methylsulfonyl benzaldehhyde |
| CH526493A (en) | 1969-09-19 | 1972-08-15 | Ciba Geigy Ag | Process for the production of aromatic aldehydes |
| IT988367B (en) * | 1971-12-17 | 1975-04-10 | Albright & Wilson | PROCEDURE FOR THE PRODUCTION OF ALDEHYDES |
| JPS5225733A (en) * | 1975-08-19 | 1977-02-25 | Ihara Chem Ind Co Ltd | Process for preparation of benzaldehydes |
| US4085147A (en) * | 1976-02-05 | 1978-04-18 | Shell Oil Company | Preparation of meta-aryloxy-benzaldehydes |
| US4108904A (en) * | 1976-09-22 | 1978-08-22 | American Cyanamid Company | Process for the preparation of m-phenoxybenzaldehyde |
-
1979
- 1979-11-13 AT AT79104477T patent/ATE670T1/en active
- 1979-11-13 DE DE7979104477T patent/DE2962101D1/en not_active Expired
- 1979-11-13 DE DE8181102900T patent/DE2964310D1/en not_active Expired
- 1979-11-13 EP EP81102900A patent/EP0034837B1/en not_active Expired
- 1979-11-13 EP EP79104477A patent/EP0011281B1/en not_active Expired
- 1979-11-14 US US06/094,058 patent/US4277421A/en not_active Expired - Lifetime
- 1979-11-14 AU AU52810/79A patent/AU529156B2/en not_active Ceased
- 1979-11-14 IL IL58718A patent/IL58718A/en unknown
- 1979-11-14 BR BR7907434A patent/BR7907434A/en unknown
- 1979-11-15 CA CA339,937A patent/CA1133939A/en not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| EP0034837A1 (en) | 1981-09-02 |
| EP0011281A2 (en) | 1980-05-28 |
| BR7907434A (en) | 1980-09-09 |
| EP0011281B1 (en) | 1982-02-10 |
| EP0011281A3 (en) | 1980-09-03 |
| AU529156B2 (en) | 1983-05-26 |
| EP0034837B1 (en) | 1982-12-15 |
| IL58718A0 (en) | 1980-02-29 |
| IL58718A (en) | 1983-07-31 |
| US4277421A (en) | 1981-07-07 |
| DE2962101D1 (en) | 1982-03-18 |
| DE2964310D1 (en) | 1983-01-20 |
| AU5281079A (en) | 1980-05-22 |
| CA1133939A (en) | 1982-10-19 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| RVE | Rejection due to an opposition filed with the epo |