反応 #1534072

反応方程式

1,10-decanediol

acetic acid

H2O

H2SO4

→

1,10-decanediol monoacetate

収率 79.0%

反応条件

後処理

1. 1
   抽出This mixture, itself at room temperature, was then extracted continuously for two days
2. 2
   温度using refluxing cyclohexane
3. 3
   ろ過0.78 g (18% recovery) of crystalline 1,10-decanediol was recovered by simple filtration of this nonpolar organic phase
4. 4
   その他The cyclohexane was then removed from the filtrate under reduced pressure
5. 5
   その他affording 4.28 g (approximately 79% yield--97%
6. 6
   その他on recovered

実験手順

A solution of 4.36 g (25 mmoles) of 1,10-decanediol in 100 ml (1.77 moles) of glacial acetic acid was mixed with 130 ml (7.22 moles) of H2O containing 0.25 ml (4.5 mmoles) of conc. H2SO4. This mixture, itself at room temperature, was then extracted continuously for two days using refluxing cyclohexane. The cyclohexane layer was then cooled to room temperature and 0.78 g (18% recovery) of crystalline 1,10-decanediol was recovered by simple filtration of this nonpolar organic phase. The cyclohexane was then removed from the filtrate under reduced pressure, affording 4.28 g (approximately 79% yield--97% based on recovered starting material of product. GC analysis showed the presence of less than 2% starting diol; the ratio of monoester to diester was 20 to 1. Hence the desired monoester was approximately 95% pure.

出典