Phosphorus tribromide → HCID 53884915, compound

HRID 1704167Notes

Reaction equation

HRID 1704167 reaction equation
[CH2:1]1[O:9][C:8]2[CH:7]=[CH:6][C:5]([CH:10]=[CH:11][CH:12]([C:14]3([CH2:17][CH3:18])[CH2:16][CH2:15]3)O)=[CH:4][C:3]=2[O:2]1.P(Br)(Br)[Br:20].[Br-].[Li+]>[Br-].[Zn+2].[Br-]>[CH2:17]([C:14](=[CH:12][CH:11]=[CH:10][C:5]1[CH:6]=[CH:7][C:8]2[O:9][CH2:1][O:2][C:3]=2[CH:4]=1)[CH2:15][CH2:16][Br:20])[CH3:18]

Participants

5

Reactant 3

HCID 24614Phosphorus tribromideHCID 82050Lithium BromideHCID 54280632HCID 54280632, compound

Product 1

HCID 53884915HCID 53884915, compound

Reagents, catalysts & solvents 1

HCID 10421208Zinc bromideCatalyst

Procedure

3-Ethyl-6-(3,4-methylenedioxyphenyl)-3,5-hexadienyl bromide [VIII; Ar is 3,4-methylenedioxyphenyl, R is C2H5 ] was prepared from 3.6 g. of 2-(3,4-methylenedioxyphenyl)vinyl 1-ethylcyclopropyl carbinol (Preparation B9), 3.5 g. of phosphorus tribromide, 4.5 g. of lithium bromide and 3.5 g. of zinc bromide according to the procedure given above in Preparation C1, affording 2 g. of product as an oil.

Workup

  1. customaffording 2 g

Sources & evidence

ORD record
ord-21e4d8b1a9d649e1945b0d87665a4b36
Source dataset
uspto-grants-1978_11
Patent number
US04125714

Reaction notes

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