Phosphorus tribromide → 3-(Bromomethyl)-4-methoxythiophene

HRID 1726302Notes

Reaction equation

HRID 1726302 reaction equation
P(Br)(Br)[Br:2].[CH3:5][O:6][C:7]1[C:8]([CH2:12]O)=[CH:9][S:10][CH:11]=1>C(Cl)Cl>[Br:2][CH2:12][C:8]1[C:7]([O:6][CH3:5])=[CH:11][S:10][CH:9]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 154477354-methoxy-3-Thiophenemethanol

Product 1

HCID 203977983-(Bromomethyl)-4-methoxythiopheneYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Conditions

Temperature
0 °C

Procedure

To a solution of phosphorous tribromide (271 mg, 1.00 mmol) in CH2Cl2 (1.5 mL) cooled to 0° C. was added a solution of the above alcohol (144 mg, 1.00 mmol) in CH2Cl2 (1.5 mL) and the solution was stirred at 0° C. for 5 minutes to give 3-bromomethyl-4-methoxy-thiophene as an oil (200 mg, 97%) after work-up.

Sources & evidence

ORD record
ord-6a897e49a37f4753b31977572fe3275c
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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