HuagongsheHuagongshe Chemistry Print Report · For research reference only
Toluene → 7beta-Methyl-3-tetrahydropyranyloxy-estra-1,3,5(10)-trien-17-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | HCID 56624864 | HCID 56624864 | — |
| Solvent | 3,4-dihydro-2H-pyran | HCID 8080 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 7beta-Methyl-3-tetrahydropyranyloxy-estra-1,3,5(10)-trien-17-one | HCID 18397084 | — |
Reaction Steps
A suspension of 1.2 g of 3-hydroxy-7β-methyl-estra -1,3,5(10)-trien-17-one in 12 ml of toluene and 1.2 ml of dihydropyran is stirred with 5.6 mg of para-toluenesulfonic acid for 2 hours at room temperature. Then, it is diluted with ethyl acetate, washed with sodium bicarbonate solution as well as with saturated sodium chloride solution, dried on sodium sulfate, concentrated by evaporation in a vacuum and chromatographed on silica gel with hexane/acetone. 1.22 g of 7β-methyl-3-tetrahydropyranyloxy-estra-1,3,5(10)-trien-17-one is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06018062 |
| Source dataset | uspto-grants-2000_01 |
| ORD ID | ord-27c1ce5ed6e6427f9215d23083d74476 |
| Source note | uspto-grants-2000_01 |