Allyl bromide → Allyltriphenylphosphonium bromide

HRID 274191Notes

Reaction equation

HRID 274191 reaction equation
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:20]([Br:23])[CH:21]=[CH2:22]>C1(C)C(C)=CC=CC=1>[Br-:23].[CH2:22]([P+:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)[CH:21]=[CH2:20]

Participants

4

Reactant 2

HCID 7841Allyl bromideHCID 11776Triphenylphosphine

Product 1

HCID 197740Allyltriphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Conditions

Temperature
30 °C

Procedure

86.7 parts of triphenylphosphine was dissolved in 200 parts of xylene and 40.0 parts of allyl bromide was added thereto. The mixture was gradually heated and allowed to react at 134° C. for 3 hr. After the mixture was cooled to 30° C., the resulting colorless crystals were collected by filtration and washed with toluene to obtain 122.7 parts of allyltriphenylphosphonium bromide (compound No. 16).

Workup

  1. additionwas added
  2. temperatureThe mixture was gradually heated
  3. customto react at 134° C. for 3 hr
  4. filtrationthe resulting colorless crystals were collected by filtration
  5. washwashed with toluene

Sources & evidence

ORD record
ord-7ebd87c006504dd293d5a25acc3a52f1
Source dataset
uspto-grants-1995_02
Patent number
US05389486

Reaction notes

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