HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cholesterol → (-)-beta-Sitosterol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cholesterol | HCID 5997 | — |
| Reactant | 1-Hexene | HCID 11597 | — |
| Reactant | Cholest-4-en-3-one | HCID 91477 | — |
| Reactant | 5alpha-Cholestan-3-one | HCID 92128 | — |
| Reactant | (6R)-6-[(8R,9S,10S,13R,14S,17R)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]-2-methylheptan-3-one | HCID 54411711 | — |
| Solvent | Methyl Ethyl Ketone | HCID 6569 | — |
| Product | (-)-beta-Sitosterol | HCID 222284 | — |
Reaction Steps
Cholesterol (20 g), methyl ethyl ketone (150 ml), and Girdler G65-S-RS catalyst (10.0 g) and 1-hexene (13 g) were heated and rocked at 250° C. for 4 hours. An analysis by gas chromatography indicated conversion to a mixture of 4-cholesten-3-one (78 parts), cholesterol (4 parts), coprostanone (8 parts), and cholestanone (6 parts). Similar results are obtained when sitosterol is used in place of cholesterol.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04226786 |
| Source dataset | uspto-grants-1980_10 |
| ORD ID | ord-0c80bf1d890c4aab8563ff77cbe656be |
| Source note | uspto-grants-1980_10 |