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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 393564Generated: October 29, 2026

Water → 2,3,4,5-Tetrahydro-7-(phenylmethoxy)-1H-2-benzazepin-1-one

https://huagongshe.com/reaction/393564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Product2,3,4,5-Tetrahydro-7-(phenylmethoxy)-1H-2-benzazepin-1-oneHCID 22238050—

Reaction Steps

Under atmosphere of argon, to a solution of the compound prepared in reference example 5 (4.79 g) in dimethylformamide (60 ml) were added potassium carbonate (11.2 g) and benzyl bromide (3.57 ml) at 0° C. and the mixture was stirred for 30 minutes at room temperature. To the reaction mixture was added water and was extracted with ethyl acetate. The organic layer was washed with water, a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride successively, and was dried over anhydrous magnesium sulfate and was concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate:n-hexane=3:1) to give the title compound (3.8 g) having the following physical data.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06809092B2
Source datasetuspto-grants-2004_10
ORD IDord-19939fcb9cc949e7acd7e0bd7d6cf08b
Source noteuspto-grants-2004_10