Phosphine, triphenyl-, hydrobromide → [(3-Methylthiophen-2-yl)methyl](triphenyl)phosphanium bromide

HRID 127742

Reaction equation

HRID 127742 reaction equation
O[CH2:2][C:3]1[S:4][CH:5]=[CH:6][C:7]=1[CH3:8].[Br-:9].[C:10]1([PH+: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>C(#N)C>[Br-:9].[CH3:8][C:7]1[CH:6]=[CH:5][S:4][C:3]=1[CH2:2][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 517696Phosphine, triphenyl-, hydrobromideHCID 12875263(3-Methylthiophen-2-yl)methanol

Product 1

HCID 20285685[(3-Methylthiophen-2-yl)methyl](triphenyl)phosphanium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
70 °C

Procedure

2-Hydroxymethyl-3-methyl-thiophene (4.5 g.) was dissolved in 90 ml. of acetonitrile and 12.3 g. of triphenylphosphonium bromide were added. The reaction mixture was heated to 70° C. for 3 hours. After cooling the resulting precipitate was filtered off, washed with benzene and dried at 80° C. under high vacuum. The resulting (3-methyl-2-thenyl)triphenylphosphonium bromide has a m.p. 266°-269° C.

Workup

  1. temperatureAfter cooling the resulting precipitate
  2. filtrationwas filtered off
  3. washwashed with benzene
  4. customdried at 80° C. under high vacuum

Sources & evidence

ORD record
ord-1e44bc57126e495c93217adef115c586
Source dataset
uspto-grants-1981_03
Patent number
US04256878

Linked notes

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