N-bromobutanimide → HCID 13232346, compound

HRID 358075Notes

Reaction equation

HRID 358075 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1/[CH:9]=[C:10](/[C:12]1[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=1)\[CH3:11].[Br:19]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1/[CH:9]=[C:10](/[C:12]1[CH:13]=[CH:14][C:15]([Cl:18])=[CH:16][CH:17]=1)\[CH2:11][Br:19]

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 13232345HCID 13232345, compound

Product 1

HCID 13232346HCID 13232346, compoundYield 69.5%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

104 g of E-1-(2,4-dichlorophenyl)-2-(4-chlorophenyl)-prop-1-ene were refluxed with 62.3 g of N-bromosuccinimide and 5 g of 2,2'-azoisobutyrodinitrile in 1 liter of carbon tetrachloride, the precipitated succinimide was filtered off and the filtrate was evaporated down under reduced pressure. Treatment of the residue with methanol gives 91.5 g (69.4%) of Z-1-(2,4-dichlorophenyl)-2-(4-chlorophenyl)-3-bromoprop-1-ene of melting point 128° C.

Workup

  1. filtrationthe precipitated succinimide was filtered off
  2. customthe filtrate was evaporated down under reduced pressure

Sources & evidence

ORD record
ord-36c8ba5ae29f4ce89923a79750807a1f
Source dataset
uspto-grants-1984_08
Patent number
US04464381

Reaction notes

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