Aluminum(III) Chloride → 1-Chloro-2,3-dimethylbenzene

HRID 1464710Notes

Reaction equation

HRID 1464710 reaction equation
[Cl-:1].[Al+3].[Cl-].[Cl-].ClC(O[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH3:15])[C:10]=1[CH3:16])=O>>[CH3:16][C:10]1[C:11]([CH3:15])=[CH:12][CH:13]=[CH:14][C:9]=1[Cl:1]

Participants

3

Reactant 2

HCID 6451240Aluminum(III) ChlorideHCID 117453172,3-Dimethylphenyl chloroformate

Product 1

HCID 328841-Chloro-2,3-dimethylbenzeneYield 18%

Conditions

Temperature
200 °C

Procedure

0.4 g of anhydrous aluminium chloride was added to 20 g of 2,3-dimethylphenyl chloroformate and the mixture was heated at 200° C. for 4.5 hours at normal pressure. The reaction mixture was then cooled and worked up as described in Example 1. 2,3-Dimethylchlorobenzene was obtained in a yield of 18%, which is considerable despite the unfavourable substitution pattern.

Workup

  1. temperatureThe reaction mixture was then cooled

Sources & evidence

ORD record
ord-dd6ff96e7a9d4df0aeb0fb274b901cc0
Source dataset
uspto-grants-1994_04
Patent number
US05306849

Reaction notes

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