Реакция #54505

Уравнение реакции

sulfuric acid

2-methylphenylacetyl chloride

ethyl 3-oxobutanoate

magnesium

→

ethyl 2-acetyl-4-(2-methylphenyl)-3-oxobutanoate

Растворители

ether

carbon tetrachloride

ether

ethanol

Условия реакции

Обработка

1. 1
   ДругоеThis material was prepared
2. 2
   workup.ADDITIONwas added
3. 3
   Температураwithout cooling until the reaction
4. 4
   workup.DISSOLUTIONAfter the resulting precipitate dissolved
5. 5
   Температураthe solution was cooled in an ice-salt bath
6. 6
   ДругоеThe ether layer was separated
7. 7
   Промывкаwashed with water
8. 8
   Сушкаdried over sodium sulfate

Методика

This material was prepared according to the procedure of M. Viscontini and N. Merckling, Helvetica Chimica Acta, 35, 2280 (1952). To 2.65 parts of magnesium turnings was added 15 parts absolute ethanol at room temperature and 0.5 parts of carbon tetrachloride. As soon as the initial reaction subsides 100 parts of dry ether was added. The mixture was stirred without cooling until the reaction ceased, then 19.6 parts of ethyl 3-oxobutanoate in 20 parts of dry ether was added with ice cooling and good stirring. After the resulting precipitate dissolved, the solution was cooled in an ice-salt bath and 16 parts of 2-methylphenylacetyl chloride was slowly added. The mixture was allowed to stand overnight at room temperature and then combined with ice and sulfuric acid. The ether layer was separated, washed with water, dried over sodium sulfate and stripped to give ethyl 2-acetyl-4-(2-methylphenyl)-3-oxobutanoate as a crude oil.

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