HCID 70536873, compound → HCID 70537053, compound

HRID 1447089Notes

Reaction equation

HRID 1447089 reaction equation
Cl[C@:2]12[C@@H:28]([OH:29])[CH2:27][C@@:26]3([CH3:30])[C@@H:12]([CH2:13][C@@H:14]([CH3:31])[C@@H:15]3[C:16](=[O:25])[CH2:17][O:18][C:19](=[O:24])[C:20]([CH3:23])([CH3:22])[CH3:21])[C@@H:11]1[CH2:10][CH2:9][C:8]1[C@:3]2([CH3:33])[CH:4]=[CH:5][C:6](=[O:32])[CH:7]=1>C1(C)C=CC=CC=1>[CH3:31][C@@H:14]1[CH2:13][C@@H:12]2[C@:26]([CH3:30])([CH2:27][C:28](=[O:29])[C@H:2]3[C@H:11]2[CH2:10][CH2:9][C:8]2[C@:3]3([CH3:33])[CH:4]=[CH:5][C:6](=[O:32])[CH:7]=2)[C@H:15]1[C:16](=[O:25])[CH2:17][O:18][C:19](=[O:24])[C:20]([CH3:21])([CH3:22])[CH3:23]

Participants

3

Reactant 1

HCID 70536873HCID 70536873, compound

Product 1

HCID 70537053HCID 70537053, compoundYield 70.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

One gram of 9α-chloro-11β-hydroxy-16α-methyl-21-trimethylacetoxy-1,4-pregnadiene-3,20-dione is stirred in 4 ml of "Marlotherm" S for 5 minutes at an oil bath temperature of 300° C. under argon. After cooling, the mixture is diluted with toluene and chromatographed on silica gel, thus obtaining 650 mg of 16α-methyl-21-trimethylacetoxy-1,4-pregnadiene-3,11,20-trione; mp 201°-202.5° C. (acetone-hexane).

Workup

  1. temperatureAfter cooling
  2. customchromatographed on silica gel

Sources & evidence

ORD record
ord-aa91959280ad47fda478319f700e54e6
Source dataset
uspto-grants-1982_02
Patent number
US04315866

Reaction notes

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