Chloroform → 1-Bromo-2-(2,2-Dichlorocyclopropyl)benzene

HRID 978936Notes

Reaction equation

HRID 978936 reaction equation
[OH-].[Na+].[Br:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]=[CH2:7].[CH:12]([Cl:15])(Cl)[Cl:13]>>[Br:3][C:4]1[CH:11]=[CH:10][CH:9]=[CH:8][C:5]=1[CH:6]1[CH2:7][C:12]1([Cl:15])[Cl:13]

Participants

4

Reactant 3

HCID 6212ChloroformHCID 14798Sodium HydroxideHCID 162642-Bromostyrene

Product 1

HCID 138845251-Bromo-2-(2,2-Dichlorocyclopropyl)benzene

Conditions

Temperature
45 °C

Procedure

A 20 ml solution of 50% sodium hydroxide was added dropwise to 2-bromostyrene (10.0 g, 54.9 mmol) in 100 ml of chloroform. The reaction mixture was warmed to 45° C. for 1 hour. After cooling the solution was separated and the organic layer was dried over magnesium sulfate and concentrated. The resulting liquid was flash chromatographed, affording 11.6 g of the desired compound.

Workup

  1. temperatureAfter cooling the solution
  2. customwas separated
  3. dry with materialthe organic layer was dried over magnesium sulfate
  4. concentrationconcentrated
  5. customchromatographed

Sources & evidence

ORD record
ord-d5fd3e08f3f44dadb7882f9bd29278e3
Source dataset
uspto-grants-1987_05
Patent number
US04666501

Reaction notes

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