Triphenylphosphine → 4-Methyloxycarbonyl-3-phenyl-benyl-triphenylphosphonium bromide

HRID 2227991Notes

Reaction equation

HRID 2227991 reaction equation
[Br:1][CH2:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9][CH3:10])=[O:8])=[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH:4]=1.[C:19]1([P:25]([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:26]2[CH:31]=[CH:30][CH:29]=[CH:28][CH:27]=2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>C1(C)C=CC=CC=1>[Br-:1].[CH3:10][O:9][C:7]([C:6]1[CH:11]=[CH:12][C:3]([CH2:2][P+:25]([C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][CH:31]=2)([C:32]2[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=2)[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)=[CH:4][C:5]=1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=[O:8]

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 18474540Methyl 4-bromomethyl-2-phenylbenzoate

Product 1

HCID 865903334-Methyloxycarbonyl-3-phenyl-benyl-triphenylphosphonium bromide

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of product from step D) (9.43 g; 31 mmol) and triphenylphosphine (10.07 mg; 38 mmol) in toluene (100 ml) was refluxed for 1 hour 30 min. The resulting precipitate was filtered, and washed with ether to give 4-methyloxycarbonyl-3-phenyl-benzyltriphenylphosphonium bromide as a white solid (15.85 g; 90%).

Workup

  1. filtrationThe resulting precipitate was filtered
  2. washwashed with ether

Sources & evidence

ORD record
ord-4bbeaa29e38c4f699435bda2b1576b4b
Source dataset
uspto-grants-2002_07
Patent number
US06414145B1

Reaction notes

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