Chloroacetyl chloride → 2-Chloro-1-(2,3,5,6-tetramethylphenyl)ethanone

HRID 1680647

Reaction equation

HRID 1680647 reaction equation
[Cl-].[Cl-].[Cl-].[Al+3].[Cl:5][CH2:6][C:7](Cl)=[O:8].[C:10]1([C:12](=[CH:14][C:15](=[C:17]([CH:19]=1)[CH3:18])[CH3:16])[CH3:13])[CH3:11]>>[Cl:5][CH2:6][C:7]([C:19]1[C:17]([CH3:18])=[C:15]([CH3:16])[CH:14]=[C:12]([CH3:13])[C:10]=1[CH3:11])=[O:8]

Participants

4

Reactant 3

HCID 6577Chloroacetyl chlorideHCID 7269DureneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 24974472-Chloro-1-(2,3,5,6-tetramethylphenyl)ethanoneYield 84.6%

Procedure

Example 1 was repeated but 1.33 g of aluminium trichloride, 1.13 g of chloroacetyl chloride and 1.34 g of durene were employed. 1.78 g of 3-chloroacetyl-durene were obtained, melting point 65.5°=66° C. The product was purified by distillation (bp 113°-117° C.)/0.4 mmHg) and crystallized from ethanol. Similarly, 3-bromoacetyl-durene, melting 53°-54° C. was obtained.

Sources & evidence

ORD record
ord-3fc0a73a53984d14841e33a9b0a4e689
Source dataset
uspto-grants-1981_06
Patent number
US04275071

Linked notes

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