HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → Ethyl 17-hydroxy-heptadecanoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Reactant | Ethyl 17-(tetrahydropyran-2-yl-oxy)-heptadecanoate | HCID 66970149 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | Ethyl 17-hydroxy-heptadecanoate | HCID 21833404 | 92.3% |
Reaction Steps
Ethyl 17-(tetrahydropyran-2-yl-oxy)-heptadecanoate 78 (365 mg, 0.916 mmol) and PPTS (12 mg, 0.046 mmol) were dissolved in abs. EtOH (6 ml) and the reaction mixture was stirred at 45° C. for 10 h. Reaction mixture was diluted with EtOAc and washed with H2O. The extract was dried over Na2SO4 and evaporated. The residue was purified by silica gel chromatography in hexane-EtOAc (95:5, 90:10) to yield the product 79 (266 mg, 92%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07893286B2 |
| Source dataset | uspto-grants-2011_02 |
| ORD ID | ord-a16e4725d43b46aaa15933e71df7b602 |
| Source note | uspto-grants-2011_02 |