4-Chlorobutyryl chloride → Ethyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate

HRID 126831ノート

反応式

HRID 126831 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4][C:5](Cl)=[O:6].[Cl-].[Al+3].[Cl-].[Cl-].[CH3:12][C:13]([C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)([CH3:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15]>C(=S)=S>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:23]1[CH:24]=[CH:25][C:20]([C:13]([CH3:12])([CH3:19])[C:14]([O:16][CH2:17][CH3:18])=[O:15])=[CH:21][CH:22]=1)=[O:6]

参加物

5

反応物 3

HCID 783704-Chlorobutyryl chlorideHCID 232036Benzeneacetic acid, alpha,alpha-dimethyl-, ethyl esterHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 11231785Ethyl 4-(4-chloro-1-oxobutyl)-alpha,alpha-dimethylbenzeneacetate

試薬・触媒・溶媒 1

HCID 6348Carbon Disulfide溶媒2 回

反応条件

温度
-10 °C

実験手順

To 700 ml of carbon disulfide containing 36.5 g (0.254 mole) of 4-chlorobutyryl chloride is added 74.5 g (0.56 mole) of aluminum chloride with stirring at -10° C. Stirring is continued for about 15 minutes at about 25° C. then the mixture is recooled to 5° C. and 48.4 g (0.294 mole) of ethyl α,α-dimethylphenylacetate in 100 ml of carbon disulfide is added. The reaction mixture is stirred on an ice bath for 31/2 hours then stirred to 151/2 hours at 25° C. then poured into HCl-ice water and extracted with chloroform. The extract is washed with dilute sodium carbonate solution, water and saturated sodium chloride solution, dried over magnesium sulfate, and evaporated giving as a solid ethyl 4-(4-chloro-1-oxobutyl)-α, α-dimethylphenylacetate.

後処理

  1. stirringStirring
  2. customis recooled to 5° C.
  3. stirringThe reaction mixture is stirred on an ice bath for 31/2 hours
  4. stirringthen stirred to 151/2 hours at 25° C.
  5. extractionextracted with chloroform
  6. washThe extract is washed with dilute sodium carbonate solution, water and saturated sodium chloride solution
  7. dry with materialdried over magnesium sulfate
  8. customevaporated

出典と根拠

ORDレコード
ord-8655e4d1a869436785d933c7f3b223df
出典データセット
uspto-grants-1981_03
特許番号
US04254129

反応ノート

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