JPS6258339B2 - - Google Patents

Info

Publication number: JPS6258339B2
Authority: JP; Japan
Prior art keywords: aryl group; mmol; general formula; triphenylphosphine; alkyl group
Prior art date: 1980-09-17
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.): Expired

Application number

JP12803680A

Other languages

English (en)

Japanese (ja)

Other versions

JPS5753425A (en

Inventor

Minoru Suda

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Sagami Chemical Research Institute

Original Assignee

Sagami Chemical Research Institute

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

1980-09-17

Filing date

1980-09-17

Publication date

1987-12-05

1980-09-17 Application filed by Sagami Chemical Research Institute filed Critical Sagami Chemical Research Institute

1980-09-17 Priority to JP12803680A priority Critical patent/JPS5753425A/ja

1982-03-30 Publication of JPS5753425A publication Critical patent/JPS5753425A/ja

1987-12-05 Publication of JPS6258339B2 publication Critical patent/JPS6258339B2/ja

Status Granted legal-status Critical Current

Links

RIOQSEWOXXDEQQ-UHFFFAOYSA-N triphenylphosphine Chemical compound C1=CC=CC=C1P(C=1C=CC=CC=1)C1=CC=CC=C1 RIOQSEWOXXDEQQ-UHFFFAOYSA-N 0.000 claims description 20
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 claims description 18
125000003118 aryl group Chemical group 0.000 claims description 12
125000000217 alkyl group Chemical group 0.000 claims description 9
150000002596 lactones Chemical class 0.000 claims description 5
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 4
150000002148 esters Chemical class 0.000 claims description 4
MSOZYWZZWADWOD-UHFFFAOYSA-N 1,1-dichloro-2-(2,2-dichloroethenoxy)ethene Chemical compound ClC(Cl)=COC=C(Cl)Cl MSOZYWZZWADWOD-UHFFFAOYSA-N 0.000 claims description 3
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 3
238000004519 manufacturing process Methods 0.000 claims description 2
238000010992 reflux Methods 0.000 description 7
-1 dichlorovinyl aryl ether Chemical class 0.000 description 6
238000006243 chemical reaction Methods 0.000 description 5
UYWQUFXKFGHYNT-UHFFFAOYSA-N Benzylformate Chemical compound O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 description 4
MTZQAGJQAFMTAQ-UHFFFAOYSA-N ethyl benzoate Chemical compound CCOC(=O)C1=CC=CC=C1 MTZQAGJQAFMTAQ-UHFFFAOYSA-N 0.000 description 4
239000002994 raw material Substances 0.000 description 4
XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
238000009835 boiling Methods 0.000 description 3
238000010438 heat treatment Methods 0.000 description 3
238000000034 method Methods 0.000 description 3
238000003786 synthesis reaction Methods 0.000 description 3
VMUXSMXIQBNMGZ-UHFFFAOYSA-N 3,4-dihydrocoumarin Chemical compound C1=CC=C2OC(=O)CCC2=C1 VMUXSMXIQBNMGZ-UHFFFAOYSA-N 0.000 description 2
HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
CRZQGDNQQAALAY-UHFFFAOYSA-N Methyl benzeneacetate Chemical compound COC(=O)CC1=CC=CC=C1 CRZQGDNQQAALAY-UHFFFAOYSA-N 0.000 description 2
QUKGYYKBILRGFE-UHFFFAOYSA-N benzyl acetate Chemical compound CC(=O)OCC1=CC=CC=C1 QUKGYYKBILRGFE-UHFFFAOYSA-N 0.000 description 2
230000015572 biosynthetic process Effects 0.000 description 2
238000006298 dechlorination reaction Methods 0.000 description 2
DMSHWWDRAYHEBS-UHFFFAOYSA-N dihydrocoumarin Natural products C1CC(=O)OC2=C1C=C(OC)C(OC)=C2 DMSHWWDRAYHEBS-UHFFFAOYSA-N 0.000 description 2
238000000921 elemental analysis Methods 0.000 description 2
239000002904 solvent Substances 0.000 description 2
238000001308 synthesis method Methods 0.000 description 2
FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
PAPBSGBWRJIAAV-UHFFFAOYSA-N ε-Caprolactone Chemical compound O=C1CCCCCO1 PAPBSGBWRJIAAV-UHFFFAOYSA-N 0.000 description 2
ANMYMLIUCWWISO-UHFFFAOYSA-N (4-ethylphenyl) acetate Chemical compound CCC1=CC=C(OC(C)=O)C=C1 ANMYMLIUCWWISO-UHFFFAOYSA-N 0.000 description 1
ZHYAVWIJKVGASR-UHFFFAOYSA-N 1,1,1,2-tetrachloro-2-(1,2,2,2-tetrachloroethoxy)ethane Chemical compound ClC(Cl)(Cl)C(Cl)OC(Cl)C(Cl)(Cl)Cl ZHYAVWIJKVGASR-UHFFFAOYSA-N 0.000 description 1
NEVFFIFQMFBOEA-UHFFFAOYSA-N 1,1-dichloro-2-methoxyethene Chemical compound COC=C(Cl)Cl NEVFFIFQMFBOEA-UHFFFAOYSA-N 0.000 description 1
KPWDGTGXUYRARH-UHFFFAOYSA-N 2,2,2-trichloroethanol Chemical compound OCC(Cl)(Cl)Cl KPWDGTGXUYRARH-UHFFFAOYSA-N 0.000 description 1
JSSRGEXTEGBLKT-UHFFFAOYSA-N ClC(=C1OCCCCC1)Cl Chemical compound ClC(=C1OCCCCC1)Cl JSSRGEXTEGBLKT-UHFFFAOYSA-N 0.000 description 1
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
IPBVNPXQWQGGJP-UHFFFAOYSA-N acetic acid phenyl ester Natural products CC(=O)OC1=CC=CC=C1 IPBVNPXQWQGGJP-UHFFFAOYSA-N 0.000 description 1
150000001299 aldehydes Chemical class 0.000 description 1
150000007933 aliphatic carboxylic acids Chemical class 0.000 description 1
125000003609 aryl vinyl group Chemical group 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-M benzoate Chemical class [O-]C(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-M 0.000 description 1
WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical class OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
229940007550 benzyl acetate Drugs 0.000 description 1
244000309464 bull Species 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
238000005660 chlorination reaction Methods 0.000 description 1
150000001875 compounds Chemical class 0.000 description 1
OTGAHJPFNKQGAE-UHFFFAOYSA-N cresatin Chemical compound CC(=O)OC1=CC=CC(C)=C1 OTGAHJPFNKQGAE-UHFFFAOYSA-N 0.000 description 1
239000012043 crude product Substances 0.000 description 1
238000007033 dehydrochlorination reaction Methods 0.000 description 1
VAYGXNSJCAHWJZ-UHFFFAOYSA-N dimethyl sulfate Chemical compound COS(=O)(=O)OC VAYGXNSJCAHWJZ-UHFFFAOYSA-N 0.000 description 1
238000004821 distillation Methods 0.000 description 1
150000002170 ethers Chemical class 0.000 description 1
229940093499 ethyl acetate Drugs 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
JZGZKRJVTIRPOK-UHFFFAOYSA-N ethyl thiophene-2-carboxylate Chemical compound CCOC(=O)C1=CC=CS1 JZGZKRJVTIRPOK-UHFFFAOYSA-N 0.000 description 1
238000001914 filtration Methods 0.000 description 1
230000001035 methylating effect Effects 0.000 description 1
239000000203 mixture Substances 0.000 description 1
239000005645 nematicide Substances 0.000 description 1
210000000056 organ Anatomy 0.000 description 1
WLJVXDMOQOGPHL-UHFFFAOYSA-M phenylacetate Chemical compound [O-]C(=O)CC1=CC=CC=C1 WLJVXDMOQOGPHL-UHFFFAOYSA-M 0.000 description 1
229940049953 phenylacetate Drugs 0.000 description 1
238000010898 silica gel chromatography Methods 0.000 description 1
239000007787 solid Substances 0.000 description 1
125000001424 substituent group Chemical group 0.000 description 1
238000010189 synthetic method Methods 0.000 description 1
FKHIFSZMMVMEQY-UHFFFAOYSA-N talc Chemical compound [Mg+2].[O-][Si]([O-])=O FKHIFSZMMVMEQY-UHFFFAOYSA-N 0.000 description 1
HFFLGKNGCAIQMO-UHFFFAOYSA-N trichloroacetaldehyde Chemical compound ClC(Cl)(Cl)C=O HFFLGKNGCAIQMO-UHFFFAOYSA-N 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Landscapes

Heterocyclic Compounds Containing Sulfur Atoms (AREA)
Pyrane Compounds (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

JP12803680A 1980-09-17 1980-09-17 Production of 2,2-dichlorovinyl ether Granted JPS5753425A (en)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
JP12803680A JPS5753425A (en)	1980-09-17	1980-09-17	Production of 2,2-dichlorovinyl ether

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
JP12803680A JPS5753425A (en)	1980-09-17	1980-09-17	Production of 2,2-dichlorovinyl ether

Publications (2)

Publication Number	Publication Date
JPS5753425A JPS5753425A (en)	1982-03-30
JPS6258339B2 true JPS6258339B2 (fr)	1987-12-05

Family

ID=14974922

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP12803680A Granted JPS5753425A (en)	1980-09-17	1980-09-17	Production of 2,2-dichlorovinyl ether

Country Status (1)

Country	Link
JP (1)	JPS5753425A (fr)

1980
- 1980-09-17 JP JP12803680A patent/JPS5753425A/ja active Granted

Also Published As

Publication number	Publication date
JPS5753425A (en)	1982-03-30

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