Реакция #2383787

Уравнение реакции

Sodium

ethyl mercaptoacetate

allyl 4-chlorobutyrate

→

title compound

Выход 88.1%

Allyl 4-(ethoxycarbonylmethylthio)butyrate

Выход 88.1%

Растворители

allyl alcohol

Условия реакции

Обработка

1. 1
   workup.ADDITIONThe obtained solution was treated
2. 2
   Температураfor 1 hour at reflux temperature
3. 3
   КонцентрированиеThe mixture was concentrated by evaporation
4. 4
   workup.ADDITIONpoured into a mixture of diethylether (200 ml) and of an ice/water mixture (100 g)
5. 5
   ДругоеThe ether phase was separated
6. 6
   Экстракцияthe obtained aqueous phase was extracted with diethyl ether (200 ml)
7. 7
   ПромывкаThe combined ether fractions were washed with water (200 ml) and 4% aqueous sodium hydrogencarbonate solution (200 ml)
8. 8
   Сушкаdried with magnesium sulfate
9. 9
   ДругоеAfter the removal of the drying agent and evaporation of ether

Методика

Sodium (9.06 g; 0.39 mole) was decomposed in allyl alcohol (380 ml). The obtained solution was treated by dropwise adding of first ethyl mercaptoacetate (42.7 ml; 0.39 mole) at the temperature of 0° C. and then of allyl 4-chlorobutyrate (58.3 g; 0.36 mole) prepared according to the process disclosed in Example 2a. The obtained mixture was stirred for three hours at room temperature and then for 1 hour at reflux temperature. The mixture was concentrated by evaporation and poured into a mixture of diethylether (200 ml) and of an ice/water mixture (100 g). The obtained solution was acidified with 1M hydrochloric acid solution to achieve a pH value of the medium between 3 and 6. The ether phase was separated and the obtained aqueous phase was extracted with diethyl ether (200 ml). The combined ether fractions were washed with water (200 ml) and 4% aqueous sodium hydrogencarbonate solution (200 ml) and dried with magnesium sulfate. After the removal of the drying agent and evaporation of ether, the title compound (78.1 g; 84%) was obtained, which was used in the crude form in the next reaction.

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