Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250013Generated: October 30, 2026

O-Methylhydroxylamine hydrochloride → 1-(2-Hydroxyphenyl)-2-nitroethanone O-methyloxime

https://huagongshe.com/reaction/1250013

Reaction equation

Participants

RoleNameHCIDCharge
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
Reactanto-Hydroxy-omega-nitroacetophenoneHCID 12258642—
SolventMethanolHCID 887—
Product1-(2-Hydroxyphenyl)-2-nitroethanone O-methyloximeHCID 13614440277.9%

Reaction Conditions

Temperature47.5 °C

Reaction Steps

At 20° C., 73.5 g (0.88 mol) of methoxyamine hydrochloride are added to a solution of 80.0 g (0.44 mol) of o-hydroxy-ω-nitroacetophenone in 500 ml of methanol, and the mixture is stirred at 45 to 50° C. for 8 to 12 hours. The solution is cooled to 20° C., poured into 1 l of ice-water and stirred for one hour. The crystalline product is filtered off and washed with 500 ml of water a little at a time and dried at 40° C. in a vacuum drying cabinet. 72 g (74.6% of theory) of 1-(2-hydroxyphenyl)-2-nitro-ethanone O-methyl-oxime are obtained as a mixture of stereoisomers.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06335454B1
Source datasetuspto-grants-2002_01
ORD IDord-6a55b962c67e462998c958da393b27c9
Source noteuspto-grants-2002_01