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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1884266Generated: October 25, 2026

Hydrogen Bromide → 3-difluoromethoxy-N-[2-(4-hydroxy-3-methoxyphenyl)-1-methylethyl]-2-(4-methylphenyl)acrylamide

https://huagongshe.com/reaction/1884266

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
ReactantN-[2-(4-benzyloxy-3-methoxyphenyl)-1-methylethyl]-3-difluoromethoxy-2-(4-methylphenyl)acrylamideHCID 69900030—
SolventAcetic AcidHCID 176—
Product3-difluoromethoxy-N-[2-(4-hydroxy-3-methoxyphenyl)-1-methylethyl]-2-(4-methylphenyl)acrylamideHCID 6990292375.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

1.80 g (3.74 mmol) of N-[2-(4-benzyloxy-3-methoxyphenyl)-1-methylethyl]-3-difluoromethoxy-2-(4-methylphenyl)acrylamide, 693 mg (4.11 mmol) of 48% hydrobromic acid and 20 ml of acetic acid were mixed and stirred at 80° C. for 2 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 1.10 g of 3-difluoromethoxy-N-[2-(4-hydroxy-3-methoxyphenyl)-1-methylethyl]-2-(4-methylphenyl)acrylamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06762321B2
Source datasetuspto-grants-2004_07
ORD IDord-5e9b4c743abc4cc690d7f7a1f250b8c0
Source noteuspto-grants-2004_07