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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2405844Generated: November 2, 2026

1-(2-Amino-3-chloro-4-methoxyphenyl)ethanone → 1-(2-Amino-3-chloro-4-hydroxy-phenyl)-ethanone

https://huagongshe.com/reaction/2405844

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Amino-3-chloro-4-methoxyphenyl)ethanoneHCID 29919988—
SolventHydrogen BromideHCID 260—
Product1-(2-Amino-3-chloro-4-hydroxy-phenyl)-ethanoneHCID 5744519561%

Reaction Conditions

Temperature0 °C

Reaction Steps

1-(2-Amino-3-chloro-4-methoxyphenyl)ethanone (prepared according to Raboisson, P. J.-M. B., et al., WO2007014926, p 78; 70.7 g, 354 mmol) was stirred in 48% aq. HBr (500 mL) at 110° C. for 72 h. After the mixture was cooled to 0° C. with stirring, the solids were filtered and washed with water. The resulting solids were triturated with a saturated NaHCO3 solution (˜350 mL), filtered, washed with water, and dried under vacuum to give 40 g (61% yield) of 1-(2-amino-3-chloro-4-hydroxyphenyl)ethanone as a dark brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08809267B2
Source datasetuspto-grants-2014_08
ORD IDord-126b56a0e34443a7804b441765632678
Source noteuspto-grants-2014_08