Phosphorus tribromide → (6-Bromohex-3-en-1-yl)benzene

HRID 426865Notes

Reaction equation

HRID 426865 reaction equation
[C:1]1([CH2:7][CH2:8][CH:9]([CH:11]2[CH2:13][CH2:12]2)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P(Br)(Br)[Br:15].[Br-].[Li+]>[Br-].[Zn+2].[Br-]>[C:1]1([CH2:7][CH2:8][CH:9]=[CH:11][CH2:12][CH2:13][Br:15])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 24614Phosphorus tribromideHCID 82050Lithium BromideHCID 10899201HCID 10899201, compound

Product 1

HCID 53420932(6-Bromohex-3-en-1-yl)benzene

Reagents, catalysts & solvents 1

HCID 10421208Zinc bromideCatalyst

Procedure

6-Phenyl-3-hexenyl bromide [V; Ar is C6H5, R is H] was prepared from 16.5 g. of 2-phenylethyl cyclopropyl carbinol (Preparation B6), 21.5 g. of phosphorus tribromide, 17.65 g. of lithium bromide and 20.7 g. of zinc bromide according to the procedure given above in Preparation C1, affording 21 g. of product as a pale yellow oil.

Workup

  1. customaffording 21 g

Sources & evidence

ORD record
ord-6893066b42d845a39b101a0af1e6792a
Source dataset
uspto-grants-1979_10
Patent number
US04171378

Reaction notes

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