Triphenylphosphine → Phosphonium, triphenyl(3-thienylmethyl)-, bromide

HRID 1764592Notes

Reaction equation

HRID 1764592 reaction equation
[Br:1][CH2:2][C:3]1[CH:7]=[CH:6][S:5][CH:4]=1.[C:8]1([P:14]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1C=CC=CC=1>[Br-:1].[CH:4]1[S:5][CH:6]=[CH:7][C:3]=1[CH2:2][P+:14]([C:15]1[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 5207033-(Bromomethyl)thiophene

Product 1

HCID 11955039Phosphonium, triphenyl(3-thienylmethyl)-, bromide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

34.3 G. of 3-bromomethyl-thiophene and 61.0 g. of triphenylphosphine were dissolved in 500 ml. of benzene. The resulting mixture was refluxed overnight under argon and then cooled to room temperature. The tan phosphonium salt which precipitated was collected by filtration, washed several times with toluene and dried at 100° c. under high vacuum to yield (3-thenyl)triphenylphosphonium bromide, m.p. > 270° C.

Workup

  1. temperatureThe resulting mixture was refluxed overnight under argon
  2. customThe tan phosphonium salt which precipitated
  3. filtrationwas collected by filtration
  4. washwashed several times with toluene
  5. customdried at 100° c

Sources & evidence

ORD record
ord-06e4616551514bb9811938b63bdc0770
Source dataset
uspto-grants-1978_09
Patent number
US04116975

Reaction notes

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