Phosphorus tribromide → 1-(Bromomethyl)-2,5-dichloro-3-methoxybenzene

HRID 274840Notes

Reaction equation

HRID 274840 reaction equation
[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([Cl:10])=[CH:4][C:3]=1[CH2:11]O.P(Br)(Br)[Br:14]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([Cl:10])=[CH:4][C:3]=1[CH2:11][Br:14]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 214781192,5-Dichloro-3-methoxybenzyl alcohol

Product 1

HCID 214781051-(Bromomethyl)-2,5-dichloro-3-methoxybenzeneYield 86.6%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

By the method of Example 1, Step B, 13.95 grams (0.0674 mole) of 2,5-dichloro-3-methoxyphenylmethanol and 7.295 grams (0.270 mole) of phosphorus tribromide were reacted in toluene, yielding 15.76 grams of 2,5-dichloro-3-methoxyphenylmethyl bromide as an oil. The NMR spectrum was consistent with the proposed structure.

Sources & evidence

ORD record
ord-942650580d8246278ed783fcaa4a8104
Source dataset
uspto-grants-1995_02
Patent number
US05391541

Reaction notes

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