Triphenylphosphine → (2,5-Dichloro-3-thenyl)triphenyl phosphonium bromide

HRID 127755Notes

Reaction equation

HRID 127755 reaction equation
[Cl:1][C:2]1[S:3][C:4]([Cl:9])=[CH:5][C:6]=1[CH2:7][Br:8].[C:10]1([P:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1C=CC=CC=1>[Br-:8].[Cl:1][C:2]1[S:3][C:4]([Cl:9])=[CH:5][C:6]=1[CH2:7][P+:16]([C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1)([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 234340823-(Bromomethyl)-2,5-dichlorothiophene

Product 1

HCID 20285664(2,5-Dichloro-3-thenyl)triphenyl phosphonium bromide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

2,5-Dichloro-3-bromomethyl thiophene (22 g., 90 mmoles) was mixed with 26 g. (99 mmoles) of triphenyl phosphine and 150 ml. of benzene. The mixture was heated to the reflux for 21/2 hours, cooled and filtered to give (2,5-dichloro-3-thenyl)triphenyl phosphonium bromide, m.p. 208°-215° C.

Workup

  1. temperatureThe mixture was heated to the
  2. temperaturereflux for 21/2 hours
  3. temperaturecooled
  4. filtrationfiltered

Sources & evidence

ORD record
ord-1507a171672e43db9cd5114d99a505ca
Source dataset
uspto-grants-1981_03
Patent number
US04256878

Reaction notes

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