Triphenylphosphine → 4-(Benzoxazol-2-yl)tolyltriphenylphosphonium bromide

HRID 1111089Notes

Reaction equation

HRID 1111089 reaction equation
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:5][CH:4]=1.[C:18]1([P:24]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C1(C)C(C)=CC=CC=1>[Br-:1].[O:10]1[C:11]2[CH:17]=[CH:16][CH:15]=[CH:14][C:12]=2[N:13]=[C:9]1[C:6]1[CH:7]=[CH:8][C:3]([CH3:2])=[C:4]([P+:24]([C:25]2[CH:26]=[CH:27][CH:28]=[CH:29][CH:30]=2)([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:5]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 110335154-(Benzoxazol-2-yl)benzyl bromide

Product 1

HCID 867444264-(Benzoxazol-2-yl)tolyltriphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A stirred solution of 172.7 g (0.6 mole) of 2-(4-bromomethylphenyl)benzoxazole and 157.4 g (0.6 mole) of triphenylphosphine in xylene is heated at reflux for 19 hours. The product is then isolated by filtration, washed with additional portions of xylene, and dried.

Workup

  1. temperatureat reflux for 19 hours
  2. customThe product is then isolated by filtration
  3. washwashed with additional portions of xylene
  4. customdried

Sources & evidence

ORD record
ord-f84ea64b69dd4b538989d3051e2e3eee
Source dataset
uspto-grants-1990_12
Patent number
US04978476

Reaction notes

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