Реакция #51373

Уравнение реакции

valine

NaOH

phenylacetyl chloride

→

title compound

Выход 136.4%

N-(phenylacetyl)valine 2-methylbutyl ester

Выход 136.4%

Условия реакции

Обработка

1. 1
   ДругоеA colorless oil precipitated
2. 2
   Промывкаwashed with 50 mL diethyl ether
3. 3
   ДругоеThe white precipitate formed
4. 4
   Фильтрацияwas filtered off
5. 5
   Промывкаwashed thoroughly with water

Методика

To a stirred solution of 5.15 g (44 mmol) of valine (Bachem) in 50 mL (100 mmol) of 2N NaOH cooled to 0° C. was added dropwise 5.3 mL (40 mmol) of phenylacetyl chloride (Aldrich). A colorless oil precipitated. The reaction mixture was allowed to warm to room temperature and stirred for 18 hours, washed with 50 mL diethyl ether, acidified to pH 2-3 with aqueous HCl. The white precipitate formed was filtered off, washed thoroughly with water, followed by diethyl ether to give 7.1 g (30 mmol, 69% yield) of the title compound.

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