Citric Acid → HCID 86733471, compound

HRID 1077013Notes

Reaction equation

HRID 1077013 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][C:8]([S:10][CH2:11][C:12](=[O:34])[C@@H:13]2[C@:30]3([CH3:31])[C@H:16]([C@H:17]4[C@H:27]([C:28](=[O:32])[CH2:29]3)[C@:25]3([CH3:26])[C@H:20]([CH2:21][C@H:22]([OH:33])[CH2:23][CH2:24]3)[CH2:19][CH2:18]4)[CH2:15][CH2:14]2)=[O:9])[CH2:3][CH2:2]1.[C:35]([OH:47])(=[O:46])[CH2:36][C:37]([CH2:42][C:43]([OH:45])=[O:44])([C:39]([OH:41])=[O:40])[OH:38]>>[C:35]([OH:47])(=[O:46])[CH2:36][C:37]([CH2:42][C:43]([OH:45])=[O:44])([C:39]([OH:41])=[O:40])[OH:38].[O:1]1[CH2:2][CH2:3][N:4]([CH2:7][C:8]([S:10][CH2:11][C:12](=[O:34])[C@@H:13]2[C@:30]3([CH3:31])[C@H:16]([C@H:17]4[C@H:27]([C:28](=[O:32])[CH2:29]3)[C@:25]3([CH3:26])[C@H:20]([CH2:21][C@H:22]([OH:33])[CH2:23][CH2:24]3)[CH2:19][CH2:18]4)[CH2:15][CH2:14]2)=[O:9])[CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 311Citric AcidHCID 22795173HCID 22795173, compound

Product 1

HCID 86733471HCID 86733471, compound

Procedure

A mixture of 21-morpholinoacetylthio-3α -hydroxy-5α-pregnane-11,20 -dione (245.8 mg., 0.5 mmole) and 0.1 M aqueous citric acid (10 ml., 1.0 mmole) was shaken vigorously for 30 minutes. The undissolved solid (138 mg.) was removed by filtration and the filtrate was assumed to contain 107 mg. of free steroidal base as its citrate in 10 ml. of solution. The filtrate was therefore an approximately 1% aqueous solution of the title compound.

Workup

  1. customThe undissolved solid (138 mg.) was removed by filtration

Sources & evidence

ORD record
ord-98714f03ac454fe9b1b105332b4830d0
Source dataset
uspto-grants-1976_05
Patent number
US03959260

Reaction notes

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