Phosphorus tribromide → [3-(2-Bromomethyl-phenoxy)-phenyl]-acetic acid ethyl ester

HRID 885225Notes

Reaction equation

HRID 885225 reaction equation
[CH2:1]([O:3][C:4](=[O:21])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19]O)[CH:7]=1)[CH3:2].P(Br)(Br)[Br:23]>O1CCOCC1>[CH2:1]([O:3][C:4](=[O:21])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][C:14]=2[CH2:19][Br:23])[CH:7]=1)[CH3:2]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 58237647[3-(2-Hydroxymethyl-phenoxy)-phenyl]-acetic acid ethyl ester

Product 1

HCID 58237656[3-(2-Bromomethyl-phenoxy)-phenyl]-acetic acid ethyl esterYield 54.7%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To [3-(2-hydroxymethyl-phenoxy)-phenyl]-acetic acid ethyl ester (0.90 g, 3.14 mmol) in 1,4-dioxane was added phosphorus tribromide (0.38 mL, 4.1 mmol), and the reaction was stirred for 1 hour at mom temperature. After work-up, 0.6 g of the desired product was obtained.

Sources & evidence

ORD record
ord-0c4f99da6a8a4b69aa35cfcd051597b0
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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