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

HRID 839154Notes

Reaction equation

HRID 839154 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

[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. custom[V; Ar is C6H5, R is H] was prepared from 16.5 g
  2. customaffording 21 g

Sources & evidence

ORD record
ord-a8548b045b8b49bf81e5a2911e66dda9
Source dataset
uspto-grants-1978_06
Patent number
US04093736

Reaction notes

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