Benzene, 1-bromo-3,5-dichloro- → 3,5-Dichloro-alpha-methylstyrene

HRID 904094

Reaction equation

HRID 904094 reaction equation
BrC1C=C(Cl)C=C(Cl)C=1.[Mg].[Cl:11][C:12]1[CH:13]=[C:14]([C:19](O[Mg]Br)([CH3:21])[CH3:20])[CH:15]=[C:16]([Cl:18])[CH:17]=1>CC(C)=O>[Cl:11][C:12]1[CH:13]=[C:14]([CH:15]=[C:16]([Cl:18])[CH:17]=1)[C:19]([CH3:21])=[CH2:20]

Participants

5

Reactant 3

HCID 29766Benzene, 1-bromo-3,5-dichloro-HCID 5462224MagnesiumHCID 178459949HCID 178459949, compound

Product 1

HCID 1106043,5-Dichloro-alpha-methylstyrene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1-Bromo-3,5-dichlorobenzene is reacted with magnesium in a solvent and acetone is added to react it with the reaction product and a mineral acid is added to hydrolyze the resulting α-(3,5-dichlorophenyl) isopropoxymagnesium bromide and then, the product is dehydrated to obtain 3,5-dichloro-α-methylstyrene. 3,5-Dichloro-α-methylstyrene is useful intermediate for various agricultural chemicals, medicines and dyes and also useful monomer for rubbers, plastics and resins.

Workup

  1. additionis added
  2. customto react it with the reaction product
  3. additiona mineral acid is added

Sources & evidence

ORD record
ord-e2c0e6b77a3d477aab742cd438eede04
Source dataset
uspto-grants-1980_10
Patent number
US04230642

Linked notes

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