Diiodomethane → (Iodomethyl)triphenylphosphonium iodide

HRID 636897Notes

Reaction equation

HRID 636897 reaction equation
[C:1]1([P:7]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I:20][CH2:21][I:22]>C1C=CC=CC=1>[I-:20].[I:22][CH2:21][P+:7]([C:8]1[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)[C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 2

HCID 6346DiiodomethaneHCID 11776Triphenylphosphine

Product 1

HCID 10973449(Iodomethyl)triphenylphosphonium iodideYield 56%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of triphenylphosphine (6.56 g, 25 mmol) and diiodomethane (8.7 g, 32.5 mmol) in benzene (25 mL) was heated at 60° C. for 20 hours. The mixture was cooled to room temperature and the precipitated salt was collected by filtration, washed with benzene and dried to give the title material (7.38 g, 56%).

Workup

  1. filtrationthe precipitated salt was collected by filtration
  2. washwashed with benzene
  3. customdried

Sources & evidence

ORD record
ord-283cd8cd966947659f98151a07c9f35d
Source dataset
uspto-grants-2001_02
Patent number
US06194601B1

Reaction notes

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