Toluene → (3-Carboxypropyl)(triphenyl)phosphanium chloride

HRID 1386748Notes

Reaction equation

HRID 1386748 reaction equation
[Cl:1][CH2:2][CH2:3][C:4]([OH:6])=[O:5].[C:7]1([P:13]([C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1.[C:26]1(C)C=CC=CC=1>>[Cl-:1].[C:4]([CH2:3][CH2:2][CH2:26][P+:13]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)([OH:6])=[O:5]

Participants

4

Reactant 3

HCID 1140TolueneHCID 78993-Chloropropionic acidHCID 11776Triphenylphosphine

Product 1

HCID 21180642(3-Carboxypropyl)(triphenyl)phosphanium chlorideYield 95%

Procedure

A solution of 1 g (9.2 mmol) of 3-chloropropanoic acid and 2.4 g (9.2 mmol) of triphenylphosphine was refluxed in 10 mL of toluene overnight. After cooling, the mixture was concentrated to give 3.25 g (95%) of the title compound.

Workup

  1. temperatureAfter cooling
  2. concentrationthe mixture was concentrated

Sources & evidence

ORD record
ord-004f87a1d66044389876ac9e54b3777d
Source dataset
uspto-grants-2001_07
Patent number
US06265434B1

Reaction notes

Loading…