HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 15117213, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | HCID 15117212 | HCID 15117212 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 15117213 | HCID 15117213 | 37.5% |
Reaction Steps
To a solution of 4-acetyl-1-allyloxycarbonyl-4-hydroxypiperidine (0.2 g) in pyridine (4.0 ml) was added dropwise thionyl chloride (0.12 ml) at -20° C. The resultant mixture was allowed to warm to ambient temperature for 1 hour and stirred for another period of 2 hours. Evaporation of the mixture in vacuo gave a residue which was taken up into a mixture of ethyl acetate and water. The organic layer was separated, washed with brine, dried over magnesium sulfate and evaporated. The residue was chromatographed on silica gel (10 g) eluting with a mixture of n-hexane and ethyl acetate (9:1-1:1 V/V) to give 4-acetyl-1-allyloxycarbonyl-1,2,3,6-tetrahydropyridine (69 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05102877 |
| Source dataset | uspto-grants-1992_04 |
| ORD ID | ord-c04c003cedeb4bf6a3ad90d89fd35558 |
| Source note | uspto-grants-1992_04 |