Triphenylphosphine → HCID 86743831, compound

HRID 2072710Notes

Reaction equation

HRID 2072710 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]2[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=2[CH2:12][Br:13])=[CH:4][CH:3]=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-:13].[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]=[CH:9][C:10]2[CH:17]=[CH:16][CH:15]=[CH:14][C:11]=2[CH2:12][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:4][CH:3]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 54550963HCID 54550963, compound

Product 1

HCID 86743831HCID 86743831, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

37.47 g (0.15 mol) of 2-(2-(4-fluorophenyl)ethenyl)benzyl bromide (Example 9 g) were dissolved together with 39.3 g (0.15 mol) of triphenylphosphine in 220 ml of xylene, and the solution was heated under reflux for about 3-6 hours. After about 1/2 hour, the insoluble phosphonium salt which was formed began to separate out. The course of the reaction was followed by thin-layer chromatography on silica gel plates in CH3OH/CH2CL2 =1/1. After the reaction was complete, the mixture was cooled, the solid salt was filtered off with suction, washed with diethyl ether and dried at 150° C. in vacuo.

Workup

  1. temperaturethe solution was heated
  2. temperatureunder reflux for about 3-6 hours

Sources & evidence

ORD record
ord-d7da9434eccf4cdea0c1ef7d8160dbb3
Source dataset
uspto-grants-1990_04
Patent number
US04914127

Reaction notes

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