Acetic Acid → HCID 86733295, compound

HRID 1606361Notes

Reaction equation

HRID 1606361 reaction equation
[O:1]1[C@H:3]2[CH2:4][C@H:5]3[C@:20]([CH3:22])([CH2:21][C@@H:2]12)[C@@H:19]1[C@H:8]([C@H:9]2[C@:16]([CH3:24])([CH2:17][C:18]1=[O:23])[C@@H:12]([C:13](=[O:15])[CH3:14])[CH2:11][CH2:10]2)[CH2:7][CH2:6]3.[C:25]([OH:28])(=[O:27])[CH3:26]>>[C:25]([O:28][C@H:2]1[CH2:21][C@@:20]2([CH3:22])[C@@H:5]([CH2:6][CH2:7][C@@H:8]3[C@@H:19]2[C:18](=[O:23])[CH2:17][C@@:16]2([CH3:24])[C@H:9]3[CH2:10][CH2:11][C@@H:12]2[C:13](=[O:15])[CH3:14])[CH2:4][C@@H:3]1[OH:1])(=[O:27])[CH3:26]

Participants

3

Reactant 2

HCID 176Acetic AcidHCID 86733130HCID 86733130, compound

Product 1

HCID 86733295HCID 86733295, compound

Procedure

2α,3α-Epoxy-5α-pregnane-11,20-dione (500 mg.) was dissolved in glacial acetic acid (25 ml.), and the solution was heated on a steam-bath for 3 hours. Evaporation of the solution under reduced pressure gave an oil which was purified by preparative TLC in ethyl acetate-petrol, and foamed in vacuo to give the title compound as a white foam, [α]D + 93.5°.

Workup

  1. temperaturethe solution was heated on a steam-bath for 3 hours
  2. customEvaporation of the solution under reduced pressure
  3. customgave an oil which
  4. customwas purified by preparative TLC in ethyl acetate-petrol

Sources & evidence

ORD record
ord-4e32c98886e84ec6b83882fbb51eccec
Source dataset
uspto-grants-1976_04
Patent number
US03952031

Reaction notes

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