Triphenylphosphine → Isobutylcarbonylmethyltriphenylphosphonium bromide

HRID 1377428Notes

Reaction equation

HRID 1377428 reaction equation
[CH2:1]([C:5]([CH2:7][Br:8])=[O:6])[CH:2]([CH3:4])[CH3:3].[C:9]1([P:15]([C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[Br-:8].[CH2:1]([C:5]([CH2:7][P+:15]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:6])[CH:2]([CH3:4])[CH3:3]

Participants

3

Reactant 2

HCID 11776TriphenylphosphineHCID 110844641-Bromo-4-methyl-2-pentanone

Product 1

HCID 22914202Isobutylcarbonylmethyltriphenylphosphonium bromideYield 84.6%

Procedure

53.6 g of bromomethyl isobutyl ketone is added to 78.5 g of triphenylphosphine and the cooled reaction mixture is recrystallized in methylene chloride/ether (1:2). 111.7 g of isobutylcarbonylmethyltriphenylphosphonium bromide with a melting point of 244°-245° C., is obtained.

Workup

  1. customthe cooled reaction mixture
  2. customis recrystallized in methylene chloride/ether (1:2)

Sources & evidence

ORD record
ord-56d0b674033a4f0a9cc81f1d8bcdbbcd
Source dataset
uspto-grants-1997_09
Patent number
US05665716

Reaction notes

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