Phosphorus tribromide → [5-(4-Bromo-2-bromomethyl-phenoxy)-2-chloro-phenyl]acetic acid ethyl ester

HRID 885290Notes

Reaction equation

HRID 885290 reaction equation
[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=2[CH2:20]O)[CH:9]=[CH:8][C:7]=1[Cl:22])[CH3:2].P(Br)(Br)[Br:25]>COCCOC>[CH2:1]([O:3][C:4](=[O:23])[CH2:5][C:6]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[CH:17][C:16]([Br:19])=[CH:15][C:14]=2[CH2:20][Br:25])[CH:9]=[CH:8][C:7]=1[Cl:22])[CH3:2]

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 58237446[5-(4-Bromo-2-hydroxymethyl-phenoxy)-2-chloro-phenyl]-acetic acid ethyl ester

Product 1

HCID 58237429[5-(4-Bromo-2-bromomethyl-phenoxy)-2-chloro-phenyl]acetic acid ethyl ester

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent

Procedure

To [5-(4-bromo-2-hydroxymethyl-phenoxy)-2-chloro-phenyl]-acetic acid ethyl ester (0.3 g, 0.7 mmol) in DME (10 mL) was added phosphorus tribromide (0.11 mL, 1.2 mmol). The mixture was worked-up to give the desired product.

Sources & evidence

ORD record
ord-13bde1d4cda8479da56383cae8ce0510
Source dataset
uspto-grants-2012_08
Patent number
US08242145B2

Reaction notes

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