Phosphorus tribromide → 1-(Benzyloxy)-4-(bromomethyl)benzene

HRID 363023

Reaction equation

HRID 363023 reaction equation
[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13]O)=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.P(Br)(Br)[Br:18]>CCOCC>[CH2:1]([O:8][C:9]1[CH:16]=[CH:15][C:12]([CH2:13][Br:18])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 70043(4-(Benzyloxy)phenyl)methanol

Product 1

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

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a cold suspension of 4-benzyloxybenzyl alcohol 9-1 (21.4 g, 0.10 mol) in ether (250 ml) was added phosphorus tribromide (10.8 g, 40 mmol) as in Example 7. Recovered 27.2 g of white solid which was recrystallized from hexane (200 ml). Obtained pure bromide 9-2.

Workup

  1. customRecovered 27.2 g of white solid which
  2. customwas recrystallized from hexane (200 ml)

Sources & evidence

ORD record
ord-e5a47c0fc77a480b9fd05105ab39cd9c
Source dataset
uspto-grants-1999_02
Patent number
US05872138

Linked notes

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