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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884238Generated: November 1, 2026

Hydrogen Bromide → 3-difluoromethoxy-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2-(4-methylphenyl)acrylamide

https://huagongshe.com/reaction/1884238

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantN-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3-difluoromethoxy-2-(4-methylphenyl)acrylamideHCID 69899154—
SolventAcetic AcidHCID 176—
Product3-difluoromethoxy-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2-(4-methylphenyl)acrylamideHCID 6989876260%

Reaction Conditions

Temperature80 °C

Reaction Steps

9.40 g of N-[2-(4-benzyloxy-3-methoxyphenyl)ethyl]-3-difluoromethoxy-2-(4-methylphenyl)acrylamide (20.1 mmol), 3.72 g (22.1 mmol) of 48% hydrobromic acid and 95 ml of acetic acid were mixed and stirred at 80° C. for 1.5 hours. The solvent was distilled off from the reaction mixture under reduced pressure and the residue was subjected to silica gel column chromatography (eluent, hexane:ethyl acetate=2:1) to give 4.55 g of 3-difluoromethoxy-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2-(4-methylphenyl)acrylamide (the present compound 1452).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06762321B2
Source datasetuspto-grants-2004_07
ORD IDord-9e022a3086d3475f8153f0f439fb20f8
Source noteuspto-grants-2004_07