Aluminum(III) Chloride → 1-Chloro-2,4-dimethylbenzene

HRID 1464711

Reaction equation

HRID 1464711 reaction equation
[Cl-:1].[Al+3].[Cl-].[Cl-].ClC(O[C:9]1[CH:14]=[CH:13][C:12]([CH3:15])=[CH:11][C:10]=1[CH3:16])=O>>[CH3:16][C:10]1[CH:11]=[C:12]([CH3:15])[CH:13]=[CH:14][C:9]=1[Cl:1]

Participants

3

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 159175932,4-Dimethylphenyl chloroformate

Product 1

HCID 5231531-Chloro-2,4-dimethylbenzeneYield 20%

Conditions

Temperature
200 °C

Procedure

0.5 g of anhydrous aluminium chloride was added to 15 g of 2,4-dimethylphenyl chloroformate and the mixture was heated at 200° C. for 3 hours at normal pressure. The reaction mixture was cooled and worked up as described in Example 1. 2,4-Dimethylchlorobenzene was obtained in a yield of 20%, which is considerable despite the unfavourable substitution pattern.

Workup

  1. temperatureThe reaction mixture was cooled

Sources & evidence

ORD record
ord-12fece4313ed4ea2ba676f655f6f6b57
Source dataset
uspto-grants-1994_04
Patent number
US05306849

Linked notes

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