Potassium Hydroxide → HCID 18610592, compound

HRID 1583929Notes

Reaction equation

HRID 1583929 reaction equation
C([O:4][CH2:5][C:6](=[O:35])[C@:7]1([O:30][CH2:31][O:32][CH2:33][CH3:34])[C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([C@@H:22]([OH:26])[CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:27])[CH:17]=[CH:18]2)[C@@H:13]([CH3:28])[CH2:12]3)[CH2:9][C@@H:8]1[CH3:29])(=O)C.[OH-].[K+]>C(O)(=O)C>[CH2:33]([O:32][CH2:31][O:30][C@:7]1([C@:24]2([CH3:25])[C@H:10]([C@H:11]3[C@H:21]([C@@H:22]([OH:26])[CH2:23]2)[C@:19]2([CH3:20])[C:14](=[CH:15][C:16](=[O:27])[CH:17]=[CH:18]2)[C@@H:13]([CH3:28])[CH2:12]3)[CH2:9][C@@H:8]1[CH3:29])[C:6](=[O:35])[CH2:5][OH:4])[CH3:34]

Participants

4

Reactant 2

HCID 14797Potassium HydroxideHCID 70363764HCID 70363764, compound

Product 1

HCID 18610592HCID 18610592, compoundYield 73.5%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
0 °C

Procedure

A suspension of 0.7 g of 21-acetoxy-17α-ethoxymethoxy-11β-hydroxy-6α,16β-dimethyl-1,4-pregnadiene-3,20-dione in 8 ml of a 0.2N methanolic potassium hydroxide solution is stirred for 30 minutes at 0° C. and thereafter neutralized with 10% strength acetic acid. After performing the usual working-up steps, 470 mg of 17α-ethoxymethoxy-11β,21-dihydroxy-6α,16β-dimethyl-1,4-pregnadiene-3,20-dione is isolated, mp 100°-102° C.

Sources & evidence

ORD record
ord-f15fd1b97fdb4b36a3a4b1af0b9ff587
Source dataset
uspto-grants-1985_11
Patent number
US04555507

Reaction notes

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