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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 540347Generated: October 29, 2026

Methyl 2-(2-cyanophenoxy)acetate → 4,5-dihydro-1,4-benzoxazepin-3(2H)-one

https://huagongshe.com/reaction/540347

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-(2-cyanophenoxy)acetateHCID 1472933—
CatalystNickelHCID 935—
SolventMethanolHCID 887—
Product4,5-dihydro-1,4-benzoxazepin-3(2H)-oneHCID 91980167.4%

Reaction Steps

The methanol solution of methyl (2-cyanophenoxy)acetate (40 g, 0.209 mol) was added to the mixture of Raney Ni (80 g) in 500 mL of methanol. The reaction mixture was stirred at room temperature overnight under hydrogen atmosphere. Raney Ni was removed by filtration, and the filtrated was concentrated under reduced pressure to give a residue which was purified by column chromatography on silica gel (methanol/dichloromethane, 1:50) to give 23 g of product. MS obsd. (ESI+) [(M+H)+] 164.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08871756B2
Source datasetuspto-grants-2014_10
ORD IDord-50ee3a4e7691456db08c075c646dc4e7
Source noteuspto-grants-2014_10