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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1689269Generated: November 1, 2026

Chloroacetyl chloride → N-((1-Benzhydryl-3-hydroxyazetidin-3-yl)methyl)-2-chloroacetamide

https://huagongshe.com/reaction/1689269

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetyl chlorideHCID 6577—
ReactantPotassium CarbonateHCID 11430—
Reactant3-(Aminomethyl)-1-(diphenylmethyl)azetidin-3-olHCID 20668533—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductN-((1-Benzhydryl-3-hydroxyazetidin-3-yl)methyl)-2-chloroacetamideHCID 57988954—

Reaction Conditions

Temperature0 °C

Reaction Steps

Chloroacetyl chloride (0.846 mL) was added dropwise over 30 minutes to a vigorously stirred mixture of 3-(aminomethyl)-1-benzhydrylazetidin-3-ol (example 33, step c) (2.1 g) in ethyl acetate (100 mL) and potassium carbonate (3.03 g) in water (100 mL) at 0° C. The mixture was stirred for a further 30 minutes at 0° C. and then extracted with ethyl acetate, the organic layer was dried over sodium sulphate, filtered and the solvent evaporated under reduced pressure to afford the subtitled compound. Yield 2.6 g.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08148373B2
Source datasetuspto-grants-2012_04
ORD IDord-bc7b7bf4f97e435294a334141a726012
Source noteuspto-grants-2012_04