Triphenylphosphine → HCID 11489564, compound

HRID 842824Notes

Reaction equation

HRID 842824 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][Br:14])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:17]1([P:23]([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>C1(C)C=CC=CC=1>[Br-:14].[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][P+:23]([C:24]2[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=2)([C:30]2[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=2)[C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 11776TriphenylphosphineHCID 104927561-(Benzyloxy)-4-(bromomethyl)benzene

Product 1

HCID 11489564HCID 11489564, compoundYield 92.2%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To bromide 1 (9.7 g, 35.0 mmol) in toluene (300 mL) was added triphenylphosphine (10.1 g, 38.5 mmol). The reaction was stirred at reflux overnight. The reaction mixture was cooled to room temperature and the precipitate was filtered, washed twice with diethyl ether, and dried in vacuo to afford 17.4 g (92%) of 2 as a white solid.

Workup

  1. temperatureat reflux overnight
  2. filtrationthe precipitate was filtered
  3. washwashed twice with diethyl ether
  4. customdried in vacuo

Sources & evidence

ORD record
ord-cf703fd111194da6b4dcb51254f46670
Source dataset
uspto-grants-2002_04
Patent number
US06376524B1

Reaction notes

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