Citric Acid → HCID 131710093, compound

HRID 267628Notes

Reaction equation

HRID 267628 reaction equation
[OH:1][C@@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[C:15](=[O:21])[CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:22]([O:24][CH2:25][CH2:26][N:27]2[CH2:32][CH2:31][O:30][CH2:29][CH2:28]2)=[O:23])[CH2:3]1.[C:33]([OH:45])(=[O:44])[CH2:34][C:35]([CH2:40][C:41]([OH:43])=[O:42])([C:37]([OH:39])=[O:38])[OH:36]>C(O)C>[OH:1][C@@H:2]1[CH2:19][CH2:18][C@@:17]2([CH3:20])[C@H:4]([CH2:5][CH2:6][C@@H:7]3[C@@H:16]2[C:15](=[O:21])[CH2:14][C@@:12]2([CH3:13])[C@H:8]3[CH2:9][CH2:10][C@@H:11]2[C:22]([O:24][CH2:25][CH2:26][N:27]2[CH2:28][CH2:29][O:30][CH2:31][CH2:32]2)=[O:23])[CH2:3]1.[C:33]([O-:45])(=[O:44])[CH2:34][C:35]([CH2:40][C:41]([O-:43])=[O:42])([C:37]([O-:39])=[O:38])[OH:36]

Participants

4

Reactant 2

HCID 311Citric AcidHCID 22788260HCID 22788260, compound

Product 1

HCID 131710093HCID 131710093, compoundYield 10%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3α-hydroxy-17β-(2'-morpholinoethoxycarbonyl)-5β-androstan-11-one (112 mg., 0.25 mmole) in ethanol (2 ml.) was treated with 0.01 N aqueous citric acid (2.5 ml; 0.25 mmole) and the resulting mixture was evaporated to dryness. The residue was treated with water (1.1 ml) to give an aqueous solution of the title compound (10% with respect to free steroidal base).

Workup

  1. customthe resulting mixture was evaporated to dryness
  2. additionThe residue was treated with water (1.1 ml)

Sources & evidence

ORD record
ord-389877487dba43be8a21289e95b57243
Source dataset
uspto-grants-1976_03
Patent number
US03943124

Reaction notes

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