JPS6145997B2 - - Google Patents
Info
- Publication number
- JPS6145997B2 JPS6145997B2 JP6295580A JP6295580A JPS6145997B2 JP S6145997 B2 JPS6145997 B2 JP S6145997B2 JP 6295580 A JP6295580 A JP 6295580A JP 6295580 A JP6295580 A JP 6295580A JP S6145997 B2 JPS6145997 B2 JP S6145997B2
- Authority
- JP
- Japan
- Prior art keywords
- reaction
- amine
- borane
- dimethoxyethane
- nabh
- Prior art date
- 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
Links
Description
【発明の詳細な説明】
本発明はアミンボランの製法に関し、詳しくは
アミンの塩類と水素化ホウ素ナトリウムを反応さ
せてアミンボランを製造する方法に関する。DETAILED DESCRIPTION OF THE INVENTION The present invention relates to a method for producing amine borane, and more particularly to a method for producing amine borane by reacting amine salts with sodium borohydride.
従来、アミンボランを工業的に製造する方法と
して、アミンとジボランを反応させる方法が知ら
れているが、ジボランは有害な気体であり、ま
た、無水状態の保持など取扱いが容易でなかつ
た。そこで、ジボランを使用しないアミンボラン
の製法として、アミンと水素化ホウ素ナトリウム
（NaBH4）を水−トルエン溶媒中で反応させる方
法が試みられた（西独公開特許第1618387号）
が、この方法は収率が低く、しかも反応の後処理
が複雑で工業的な製造法としては全く満足すべき
ものではなかつた。 Conventionally, a method of reacting an amine with diborane has been known as a method for producing amine borane industrially, but diborane is a harmful gas and is difficult to handle, such as maintaining an anhydrous state. Therefore, as a method for producing amine borane without using diborane, a method was attempted in which an amine and sodium borohydride (NaBH 4 ) were reacted in a water-toluene solvent (West German Published Patent No. 1618387).
However, this method had a low yield and required complicated post-treatments, making it completely unsatisfactory as an industrial production method.
本発明者は、アミンとNaBH4の反応について
種々検討し、反応溶媒として、ジメチルエーテ
ル、テトラヒドロフラン、ジオキサンを用いたと
きは、反応が進行しないか、または反応に長時間
を要してもなお満足すべき収率で反応が進行しな
いのに対し、ジメトキシエタンを溶媒として使用
したときは、緩和な条件下でも短時間で収率よく
反応が進行することを発見し、本発明を完成し
た。 The present inventor conducted various studies on the reaction between amines and NaBH 4 and found that when dimethyl ether, tetrahydrofuran, or dioxane was used as the reaction solvent, the reaction did not proceed or was still satisfactory even though the reaction took a long time. The present invention was completed based on the discovery that, while the reaction does not proceed with the desired yield, when dimethoxyethane is used as a solvent, the reaction proceeds in a short time and with good yield even under mild conditions.
すなわち、本発明はアミンの塩類と水素化ホウ
素ナトリウム（NaBH4）をジメトキシエタン中で
反応させることを特徴とするアミンボランの製造
方法である。 That is, the present invention is a method for producing amine borane, which is characterized by reacting an amine salt and sodium borohydride (NaBH 4 ) in dimethoxyethane.
本発明で用いるアミンは、ジメチルアミン、ｔ
−ブチルアミン等それらに対応するアミンボラン
が工業上有用なものを言い、それらの塩類として
は特に塩酸塩が好ましい。 The amine used in the present invention is dimethylamine, t
The corresponding amineboranes such as -butylamine are industrially useful, and as their salts, hydrochlorides are particularly preferred.
反応は、アミンの塩類とNaBH4をジメトキシ
エタン中で氷冷下ないし室温にて行なう。アミン
の塩類とNaBH4はほぼ等モルか一方をやや過剰
に用いる。反応時間は0.5〜1.5時間が適当で、そ
れ以下の短時間例えば10分間ぐらいの反応時間で
は、反応が完全には進行しない場合がある。後処
理は極めて簡単で、反応液を過し、ジメトキシ
エタンを溜去するだけでアミンボランを得ること
ができるが、純度の高い目的物を得るため、これ
をさらにベンゼン、ジクロルメタン等の溶媒に溶
解し、少量の不溶物を過して除いた後、溶媒を
溜去するとよい。 The reaction is carried out between the amine salt and NaBH 4 in dimethoxyethane under ice cooling or at room temperature. The amine salt and NaBH 4 are used in approximately equimolar amounts, or one is used in slightly excess. A suitable reaction time is 0.5 to 1.5 hours; if the reaction time is shorter than that, for example about 10 minutes, the reaction may not proceed completely. Post-treatment is extremely simple, and amine borane can be obtained by simply filtering the reaction solution and distilling off dimethoxyethane. However, in order to obtain the target product with high purity, it is further dissolved in a solvent such as benzene or dichloromethane. It is preferable to remove a small amount of insoluble matter by filtration, and then distill the solvent off.
本発明によれば、安価な原料より、簡単な操作
で収率よくアミンボランを得ることが可能であ
る。 According to the present invention, it is possible to obtain amine borane in good yield with simple operations using inexpensive raw materials.
次に、実施例を挙げて本発明を具体的に説明す
る。 Next, the present invention will be specifically explained with reference to Examples.
実施例 １
ジメチルアミン塩酸塩2.24ｇを40mlのジメトキ
シエタンに懸濁させておき、撹拌下これに
NaBH4925mgを少量づつ加える。室温にて30分撹
拌後、反応液を過し、液を減圧溜去。ジメチ
ルアミンボラン1.28ｇ（87ｇ）を得る。mp 35℃
上記実施例１において、ジメトキシエタンにか
え、ジメチルエーテル、ジオキサン、テトラヒド
ロフランを用いた場合、それぞれの収率は、０
％、35％、40％であつた。Example 1 2.24 g of dimethylamine hydrochloride was suspended in 40 ml of dimethoxyethane and added to this while stirring.
Add 925mg of NaBH 4 little by little. After stirring at room temperature for 30 minutes, the reaction solution was filtered and the solution was distilled off under reduced pressure. 1.28 g (87 g) of dimethylamine borane is obtained. mp 35℃ In Example 1 above, when dimethyl ether, dioxane, and tetrahydrofuran were used instead of dimethoxyethane, the yield of each was 0.
%, 35%, and 40%.
実施例 ２
実施例１のジメチルアミン塩酸塩にかえ、ｔ−
ブチルアミン塩酸塩を用いれば、ｔ−ブチルアミ
ンボランが得られる。mp 92〜94℃（分解）Example 2 In place of dimethylamine hydrochloride in Example 1, t-
If butylamine hydrochloride is used, t-butylamine borane is obtained. mp 92-94℃ (decomposition)
Claims (1)
メトキシエタン中で反応させることを特徴とする
アミンボランの製造方法。1. A method for producing amine borane, which comprises reacting amine salts and sodium borohydride in dimethoxyethane.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6295580A JPS56158792A (en) | 1980-05-13 | 1980-05-13 | Preparation of amineborane |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6295580A JPS56158792A (en) | 1980-05-13 | 1980-05-13 | Preparation of amineborane |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS56158792A JPS56158792A (en) | 1981-12-07 |
| JPS6145997B2 true JPS6145997B2 (en) | 1986-10-11 |
Family
ID=13215245
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP6295580A Granted JPS56158792A (en) | 1980-05-13 | 1980-05-13 | Preparation of amineborane |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS56158792A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000204094A (en) * | 1999-01-08 | 2000-07-25 | Shiroi Yakuhin Kk | Production of amineborane |
| FR2960230B1 (en) * | 2010-05-21 | 2012-08-17 | Snpe Materiaux Energetiques | PROCESS FOR OBTAINING BORAZANE, SUITABLE FOR OBTAINING BORAZANE DE GRANDE, OR VERY HIGH PURITY; BORAZANE OF VERY LARGE PURITY |
| CN103113397A (en) * | 2013-02-05 | 2013-05-22 | 武汉大学 | Preparation method of amino borane |
-
1980
- 1980-05-13 JP JP6295580A patent/JPS56158792A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| JPS56158792A (en) | 1981-12-07 |
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