HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → (13S)-Ethyl-3-methoxygona-1,3,5(10),16-tetraen-17-ol Acetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Ethylmetrienone | HCID 11087833 | — |
| Reactant | Isopropenylacetate | HCID 18355900 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | (13S)-Ethyl-3-methoxygona-1,3,5(10),16-tetraen-17-ol Acetate | HCID 14257187 | — |
Reaction Steps
30 g of 3-methoxy-18-methyl-1,3,5(10)-estratrien-17-one [J. Org. Chem. 40 (1975) 681] is stirred for 22 hours at 120° C. in 200 ml of isopropenylacetate with 1.5 g of p-toluenesulfonic acid. It is then diluted with ethyl acetate, washed with sodium carbonate and a common salt (NaCl) solution, dried over sodium sulfate and concentrated. After chromatography, 27.6 g of 17-acetoxy-3-methoxy-18-methyl-1,3,5(10),16-estratetraene with a melting point of 105°-106° C. is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04923640 |
| Source dataset | uspto-grants-1990_05 |
| ORD ID | ord-4869d991748e4b459b42c88cccb69ecc |
| Source note | uspto-grants-1990_05 |