HuagongsheHuagongshe Chemistry Print Report · For research reference only
p-Toluenesulfonic acid → HCID 54372363, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | p-Toluenesulfonic acid | HCID 6101 | — |
| Reactant | Boron trifluoride etherate | HCID 8000 | — |
| Reactant | 1,1-Ethanedithiol | HCID 33645 | — |
| Reactant | HCID 70614884 | HCID 70614884 | — |
| Catalyst | Nickel | HCID 935 | — |
| Product | HCID 54372363 | HCID 54372363 | — |
Reaction Steps
The 3-deoxy series of 5α-androstan-19ols is prepared by converting the 19-hydroxy-5α-androstan-3-one to its 3-ethylenethioketal by reaction with ethanedithiol and an acid catalyst, such as p-toluenesulfonic acid or boron trifluoride etherate. The ethylenethioketal is then desulfurized with Raney nickel to yield the 5α-androstan-19-ol. A Jones oxidation or Pfitzner-Moffatt oxidation results in the formation of the corresponding 5α-androstan19-one.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04071625 |
| Source dataset | uspto-grants-1978_01 |
| ORD ID | ord-f61b5b22f6e84244bec294407e622791 |
| Source note | uspto-grants-1978_01 |