HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenethylamine, (-)- → (1S)-N-((R)-2,2-difluoro-hexahydro-5,5-dimethylindolizin-7(1H)-ylidene)-1-phenylethanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenethylamine, (-)- | HCID 75818 | — |
| Reactant | (R)-2,2-difluoro-hexahydro-5,5-dimethylindolizin-7(1H)-one | HCID 86704459 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (1S)-N-((R)-2,2-difluoro-hexahydro-5,5-dimethylindolizin-7(1H)-ylidene)-1-phenylethanamine | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09321763B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-3224709d4dd7469f901a4151e7767489 |
| Source note | uspto-grants-2016_04 |