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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1022588Generated: November 2, 2026

Water → (7RS)-4-benzyl-7-(3,4-dichlorophenyl)-7-[(4-methoxyphenoxy)methyl]-1,4-oxazepan-3-one

https://huagongshe.com/reaction/1022588

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium t-butoxideHCID 23676156—
ReactantN-benzyl-2-chloro-N-[(3RS)-3-(3,4-dichlorophenyl)-3-hydroxy-4-(4-methoxyphenoxy)butyl]acetamideHCID 66976486—
SolventTetrahydrofuranHCID 8028—
Product(7RS)-4-benzyl-7-(3,4-dichlorophenyl)-7-[(4-methoxyphenoxy)methyl]-1,4-oxazepan-3-oneHCID 6697620387.3%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of N-benzyl-2-chloro-N-[(3RS)-3-(3,4-dichlorophenyl)-3-hydroxy-4-(4-methoxyphenoxy)butyl]acetamide (7.41 g) in THF (741 mL) was added sodium tert-butoxide (1.37 g), and the mixture was stirred at 0° C. for 2 hr, and then stirred while warming to room temperature for 14 hr. To the reaction mixture was added water, and the mixture was concentrated. The concentrated residue was diluted with water, and the mixture was extracted with ethyl acetate. The obtained extract was washed with brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (6.02 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722662B2
Source datasetuspto-grants-2014_05
ORD IDord-85eff9a6f75c420cb9b00d12b1b96f97
Source noteuspto-grants-2014_05