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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 245322Generated: October 30, 2026

Dibenzylamine → (S)-1-chloro-3-(dibenzylamino)propan-2-ol

https://huagongshe.com/reaction/245322

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDibenzylamineHCID 7656—
Reactant(+)-EpichlorohydrinHCID 149428—
CatalystLithium HydroxideHCID 3939—
SolventDimethylformamideHCID 6228—
Product(S)-1-chloro-3-(dibenzylamino)propan-2-olHCID 4976555790%

Reaction Conditions

Temperature25 °C

Reaction Steps

Dibenzylamine (39.4 g, 0.20 mol) and lithium hydroxide (48 mg, 2 mmol) were added to 100 mL N,N-dimethyl formamide. The mixture was stirred at 25° C. for 30 minutes. (S)-epichlorohydrin (18.6 g, 0.2 mol) was then added and the mixture was stirred at 0° C. for 8 hours. The mixture was filtered and the solvent was evaporated to provide 52 g colorless oil with 90% yield. HPLC: 99.0%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08658789B2
Source datasetuspto-grants-2014_02
ORD IDord-b38ae9f7c5b64cbfb86dfd453f3a556c
Source noteuspto-grants-2014_02