Water → HCID 86733288, compound

HRID 1606347Notes

Reaction equation

HRID 1606347 reaction equation
[CH2:1]([O:3][C@H:4]1[CH2:23][C@@:22]2([CH3:24])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:21]2[C:20](=[O:25])[CH2:19][C@@:18]2([CH3:26])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C:15](=[O:17])[CH3:16])[CH2:6][C@@H:5]1[OH:27])[CH3:2].[OH2:28].N1C=C[CH:32]=[CH:31][CH:30]=1>>[CH2:1]([O:3][C@H:4]1[CH2:23][C@@:22]2([CH3:24])[C@@H:7]([CH2:8][CH2:9][C@@H:10]3[C@@H:21]2[C:20](=[O:25])[CH2:19][C@@:18]2([CH3:26])[C@H:11]3[CH2:12][CH2:13][C@@H:14]2[C:15](=[O:17])[CH3:16])[CH2:6][C@@H:5]1[O:27][C:30](=[O:28])[CH2:31][CH3:32])[CH3:2]

Participants

4

Reactant 3

HCID 962WaterHCID 1049PyridineHCID 86733287HCID 86733287, compound

Product 1

HCID 86733288HCID 86733288, compound

Procedure

2β-Ethoxy-3α-hydroxy-5α-pregnane-11,20-dione (500 mg.) in pyridine (2.5 ml.) was treated with pripionic anhydride (2.5 ml.), and the solution was left at room temperature overnight. Water was added, and the mixture was extracted with chloroform. The extract was washed with dilute hyrochloric acid, dried over sodium sulphate and evaporated to an oil which was purified by preparative tlc to give the title compound (295 mg.) as a colourless foam [α]D + 107°.

Workup

  1. extractionthe mixture was extracted with chloroform
  2. washThe extract was washed with dilute hyrochloric acid
  3. dry with materialdried over sodium sulphate
  4. customevaporated to an oil which
  5. customwas purified by preparative tlc

Sources & evidence

ORD record
ord-cdc9c353bac04db9854d4e0e2fc38453
Source dataset
uspto-grants-1976_04
Patent number
US03952031

Reaction notes

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