Triphenylphosphonium → Triphenyl(3,4,5-trimethoxybenzyl)phosphonium bromide

HRID 866046Notes

Reaction equation

HRID 866046 reaction equation
[C:1]1([PH+: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][O:21][C:22]1[CH:23]=[C:24]([CH:27]=[C:28]([O:32][CH3:33])[C:29]=1[O:30][CH3:31])[CH2:25][Br:26]>C1(C)C=CC=CC=1>[Br-:26].[CH3:33][O:32][C:28]1[CH:27]=[C:24]([CH:23]=[C:22]([O:21][CH3:20])[C:29]=1[O:30][CH3:31])[CH2:25][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

4

Reactant 2

HCID 5241824TriphenylphosphoniumHCID 103552715-(Bromomethyl)-1,2,3-trimethoxybenzene

Product 1

HCID 370917Triphenyl(3,4,5-trimethoxybenzyl)phosphonium bromide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent2×

Procedure

A solution of triphenylphosphonium (4.2 g) in toluene (10 mL) was added to a stirred solution of 3,4,5-trimethoxybenzyl bromide (4.0 g) in toluene (15 mL) and stirring was continued for 24 hours. The phosphonium bromide that separated (8.0 g, 99%) was collected and dried under vacuum, mp 223-4 (lit 222°-23° C.).

Workup

  1. customThe phosphonium bromide that separated (8.0 g, 99%)
  2. customwas collected
  3. customdried under vacuum, mp 223-4 (lit 222°-23° C.)

Sources & evidence

ORD record
ord-f6db3ddd0ee747d69935257a8b61306d
Source dataset
uspto-grants-1996_10
Patent number
US05569786

Reaction notes

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