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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74059Generated: October 25, 2026

Acetyl chloride → 1-(8-Nitro-2,3,4,5-tetrahydro-benzo[b]azepin-1-yl)-ethanone

https://huagongshe.com/reaction/74059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetyl chlorideHCID 6367—
ReactantSodium BicarbonateHCID 516892—
Reactant8-Nitro-2,3,4,5-tetrahydro-1H-1-benzazepineHCID 46864071—
SolventDichloromethaneHCID 6344—
Product1-(8-Nitro-2,3,4,5-tetrahydro-benzo[b]azepin-1-yl)-ethanoneHCID 5747025781.6%

Reaction Steps

Acetyl chloride (1 g, 13 mmol) was added dropwise to a mixture of 8-nitro-2,3,4,5-tetrahydro-1H-benzo[b]azepine (1.3 g, 6.8 mmol) and NaHCO3 (1 g, 12 mmol) in CH2Cl2 (50 mL). After stirring for 1 h, the mixture was filtered and the filtrate was concentrated. The residue was dissolved in CH2Cl2, washed with brine, dried over Na2SO4 and concentrated. The residue was purified by column chromatography to give 1-(8-nitro-2,3,4,5-tetrahydro-benzo[b]azepin-1-yl)-ethanone as a yellow solid (1.3 g, 80%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829204B2
Source datasetuspto-grants-2014_09
ORD IDord-e79462d8cd284e94a03a0ee101e4eb14
Source noteuspto-grants-2014_09