Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1955784Generated: October 30, 2026

Methanol → 1-[3-Amino-4-(benzyloxy)phenyl]ethan-1-one

https://huagongshe.com/reaction/1955784

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant1-(3-Nitro-4-phenylmethoxyphenyl)ethanoneHCID 11265720—
CatalystAdams' catalystHCID 345198—
SolventIsopropanolHCID 3776—
Product1-[3-Amino-4-(benzyloxy)phenyl]ethan-1-oneHCID 15579440—

Reaction Steps

A mechanically stirred MeOH (3.8 L) suspension containing 1-[4-phenylmethoxy-3-nitrophenyl]ethanone (76.5 g, 282 mmol) was degassed with argon for 40 minutes at ~10° C. prior to addition of PtO2 (2.34 g, 10 mmol). Hydrogen was sparged into the reaction mixture at 8°-10° C. via a subsurface gas inlet. After eight hours, the completed reaction was degassed with Ar while being warmed to ~15° C., diluted with CHCl3 (250 mL) and filtered. The filtrate was stripped to give 70 g crude product which, after trituration for ten minutes with i-PrOH (450 mL) at 60° C., yielded 57.4 (84%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05776983
Source datasetuspto-grants-1998_07
ORD IDord-7f2284044fa5460ea743e5fb39b4a190
Source noteuspto-grants-1998_07