Реакция #1121745

Уравнение реакции

methyl tert-butyl ether

Water

NaCl

2-(3-methyl-1-nitromethyl-butyl)-malonic acid diethyl ester

water

→

5-methyl-3-nitromethyl-hexanoic acid ethyl ester

Выход 94.8%

Растворители

DMSO

Условия реакции

Обработка

1. 1
   ТемператураAfter complete conversion, the reaction mixture was cooled to 25° C.
2. 2
   Другоеto layer separation
3. 3
   ПромывкаThe aqueous layer was washed once with 75 mL of methyl tert-butyl ether
4. 4
   Промывкаwashed once with 50 mL of water
5. 5
   ДругоеThe combined organic layers were dried
6. 6
   Другоеthe volatiles were removed under reduced pressure

Методика

10.0 g (34 mmol) of 2-(3-methyl-1-nitromethyl-butyl)-malonic acid diethyl ester (XII, R1=ethyl) were dissolved in 140 mL of DMSO. Water (10.4 mL) and solid NaCl (14.6 g) were added and the mixture was heated for 6 hours at 150° C. After complete conversion, the reaction mixture was cooled to 25° C. and 150 mL of methyl tert-butyl ether were added. 100 mL of water were added slowly. The heterogeneous mixture was stirred for 5 minutes prior to layer separation. The aqueous layer was washed once with 75 mL of methyl tert-butyl ether. The organic layers were combined and washed once with 50 mL of water. The combined organic layers were dried and the volatiles were removed under reduced pressure to give 7.0 g of 5-methyl-3-nitromethyl-hexanoic acid ethyl ester (VIII, R1=ethyl; 93% yield).

Источник