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

HRID 904484Notes

Reaction equation

HRID 904484 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-244aafa90d4b4f3aada302dfc6579050
Source dataset
uspto-grants-1980_10
Patent number
US04230872

Reaction notes

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