Triphenylphosphine → (3,5-Dimethoxybenzyl)triphenylphosphonium bromide

HRID 1702167Notes

Reaction equation

HRID 1702167 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[CH2:6][Br:7].[C:13]1([P:19]([C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1>C(#N)C>[Br-:7].[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:8]=[C:9]([O:11][CH3:12])[CH:10]=1)[CH2:6][P+:19]([C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1)([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=1)[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 12744903,5-Dimethoxybenzyl Bromide

Product 1

HCID 10962038(3,5-Dimethoxybenzyl)triphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

The 3,5-dimethoxybenzyl triphenylphosphonium bromide is prepared by refluxing a mixture of 3,5-dimethoxybenzyl bromide (12 g.) and triphenylphosphine (14.2 g.) in acetonitrile (200 ml.) for one hour. The reaction mixture is then cooled and the crystalline product recovered by filtration, washed with ether and dried (20 g.); m.p. 269°-270° C.

Workup

  1. temperatureby refluxing
  2. temperatureThe reaction mixture is then cooled
  3. filtrationthe crystalline product recovered by filtration
  4. washwashed with ether
  5. customdried (20 g.)

Sources & evidence

ORD record
ord-f1a11c9e6aed4de386706d2e5e1a1ce5
Source dataset
uspto-grants-1983_04
Patent number
US04380542

Reaction notes

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