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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 633350Generated: November 1, 2026

1-Phenethylamine, (-)- → (1S)-N-((R)-2,2-difluoro-hexahydro-5,5-dimethylindolizin-7(1H)-ylidene)-1-phenylethanamine

https://huagongshe.com/reaction/633350

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Phenethylamine, (-)-HCID 75818—
Reactant(R)-2,2-difluoro-hexahydro-5,5-dimethylindolizin-7(1H)-oneHCID 86704459—
SolventTolueneHCID 1140—
Product(1S)-N-((R)-2,2-difluoro-hexahydro-5,5-dimethylindolizin-7(1H)-ylidene)-1-phenylethanamineHCID 86704461—

Reaction Steps

A toluene (12 ml) solution of (R)-2,2-difluoro-hexahydro-5,5-dimethylindolizin-7(1H)-one (487.8 mg, 2.4 mmol) and (S)-1-phenylethylamine (306 μL, 2.4 mmol) was heated under reflux in a flask equipped with a Dean-Stark distillation receiver. After 22 hours, most solvent was distilled off through Dean-Stark distillation receiver, and remaining solvent was removed in vacuo. Compound (1S)—N—((R)-2,2-difluoro-hexahydro-5,5-dimethylindolizin-7(1H)-ylidene)-1-phenylethanamine was obtained as a brown oil and was used directly in next reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09321763B2
Source datasetuspto-grants-2016_04
ORD IDord-3224709d4dd7469f901a4151e7767489
Source noteuspto-grants-2016_04