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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 33209Generated: October 27, 2026

Hydroxyamine hydrochloride → 7-(1-Hydroxyimino-ethyl)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/33209

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydroxyamine hydrochlorideHCID 443297—
Reactanttert-butyl 7-acetyl-2,3,4,5-tetrahydro-1H-3-benzazepine-3-carboxylateHCID 18173273—
SolventPyridineHCID 1049—
Product7-(1-Hydroxyimino-ethyl)-1,2,4,5-tetrahydro-benzo[d]azepine-3-carboxylic acid tert-butyl esterHCID 8659416866.5%

Reaction Steps

7-Acetyl-3-(tert-butyloxycarbonyl)-2,3,4,5-tetrahydro-1H-3-benzazepine (8.9 g, 30.8 mmol) was dissolved in pyridine (30 ml) and hydroxylamine hydrochloride (2.3 g, 33 mmol) was added and the mixture stirred for 2 h at room temperature. The solvent was evaporated and hexane (300 ml) and water (100 ml) were added and the colourless precipitate was filtered and washed with hexane (3×100 ml). The compound was dried in vacuo to give the title compound (6.23 g, 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07429579B2
Source datasetuspto-grants-2008_09
ORD IDord-ce4ab795e23b4b43a6a95d6fb5beeca9
Source noteuspto-grants-2008_09