o-Cumenyl chloroformate → o-Chlorocumene

HRID 1464712Notes

Reaction equation

HRID 1464712 reaction equation
[Cl-:1].[Al+3].[Cl-].[Cl-].ClC(O[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1[CH:15]([CH3:17])[CH3:16])=O>>[CH:15]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[Cl:1])([CH3:17])[CH3:16]

Participants

3

Reactant 2

HCID 6365464o-Cumenyl chloroformateHCID 6451240Aluminum(III) Chloride

Product 1

HCID 16377o-ChlorocumeneYield 20%

Conditions

Temperature
200 °C

Procedure

0.35 g of anhydrous aluminium chloride was added to 25 g of 2-isopropylphenyl 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-Isopropylchlorobenzene 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-0c4624d1938140769baec1ebe948d82c
Source dataset
uspto-grants-1994_04
Patent number
US05306849

Reaction notes

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