Methyl iodide → Methyltriphenylphosphonium iodide

HRID 1904495Notes

Reaction equation

HRID 1904495 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.[CH3:20][I:21]>>[I-:21].[CH3:20][P+:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 11776Triphenylphosphine

Product 1

HCID 638159Methyltriphenylphosphonium iodideYield 95.5%

Procedure

Starting with 10.0 g (38.1 mmol) of triphenylphosphine and 6.8 g (48 mmol, 1.3 eq) of methyl iodide, 14.7 g (36.4 mmol, 95.4%) of methyltriphenylphosphonium iodide was obtained: mp 185.9°-186.8° C.

Sources & evidence

ORD record
ord-a0390c8ccd194343b4e435a089ac3140
Source dataset
uspto-grants-1989_06
Patent number
US04837391

Reaction notes

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