Phosphorus tribromide → [3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]-acetic acid ethyl ester

HRID 885235

Reaction equation

HRID 885235 reaction equation
[CH2:1]([O:3][C:4](=[O:22])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=2[CH2:20]O)[CH:7]=1)[CH3:2].P(Br)(Br)[Br:24]>O1CCOCC1>[CH2:1]([O:3][C:4](=[O:22])[CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[C:8]([O:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=2[CH2:20][Br:24])[CH:7]=1)[CH3:2]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 58237503[3-(4-Bromo-2-hydroxymethyl-phenoxy)-phenyl]-acetic acid ethyl ester

Product 1

HCID 58237602[3-(4-Bromo-2-bromomethyl-phenoxy)-phenyl]-acetic acid ethyl esterYield 75.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To [3-(4-bromo-2-hydroxymethyl-phenoxy)-phenyl]-acetic acid ethyl ester (0.7 g, 1.86 mmol) in 1,4-dioxane (10 mL) was added phosphorus tribromide (0.19 mL, 2.04 mmol), and the reaction was stirred for 1 hour at room temperature. After work-up, 0.6 g of the desired product was obtained.

Sources & evidence

ORD record
ord-21b7adda40d34c2cbf5f59cf3b4a9824
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Linked notes

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