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

HRID 127779

Reaction equation

HRID 127779 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. under high vacuum

Sources & evidence

ORD record
ord-a35cd2f17a7848eea94d9a37fd6fe924
Source dataset
uspto-grants-1981_03
Patent number
US04256878

Linked notes

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