反応 #630519

反応方程式

Adipic acid 3-methyl-3-hydroxypropyl butyl ester (3-methyl-3-hydroxypropyl butyl adipate)

adipic acid

1,3-butanediol

→

1,3-butanediol bis-butyl adipate

収率 75.8%

溶媒

butanol

反応条件

後処理

1. 1
   その他removing
2. 2
   その他ester-interchange reaction between the diester
3. 3
   その他may be purified
4. 4
   その他removing treatment
5. 5
   workup.DISTILLATIONdistillation
6. 6
   workup.ADDITIONa mixture of 82.8 g of this product and 405 g of dibutyl adipate (mol ratio is 1:5.2) to which 0.5 g of butyl titanate
7. 7
   workup.ADDITIONwas added
8. 8
   その他reaction
9. 9
   その他while removing 21.5 g (97%) of resulting butanol
10. 10
    その他after completion of the reaction, catalyst
11. 11
    その他removing alkali
12. 12
    洗浄washing
13. 13
    workup.DISTILLATIONwater washing as well as distillation

実験手順

The ester-alcohol can be obtained in the method of the present invention by not carrying out the alcohol removing ester-interchange reaction, or as an unreacted fraction in the ester-interchange reaction which distills between the bis compound and the starting diester. On the other hand, it can be obtained as an intermediate of direct alcohol removing ester-interchange reaction between the diester and the diol. Adipic acid 3-methyl-3-hydroxypropyl butyl ester (3-methyl-3-hydroxypropyl butyl adipate), an ester alcohol prepared from adipic acid, 1,3-butanediol, and butanol may be purified after dehydrating esterification as in Example 1, and catalyst removing treatment and then distillation. The boiling point is 155° to 160° C./0.2 mmHg. Using a mixture of 82.8 g of this product and 405 g of dibutyl adipate (mol ratio is 1:5.2) to which 0.5 g of butyl titanate was added, reaction was carried out under a reduced pressure of 20 mmHg and heating at 160° C. for 12 hours with stirring while removing 21.5 g (97%) of resulting butanol, and after completion of the reaction, catalyst removing alkali washing and water washing as well as distillation was carried out to obtain 342 g of DBA and 5.2 g of unreacted ester-alcohol and 94.9 g (75.8%) of 1,3-butanediol bis-butyl adipate having a boiling point of 235° to 245° C./0.8 mmHg and 7.6 g (8.4%) of a residual material which was considered to be an oligomer of n=2.

出典