HCID 68132491, compound → HCID 68133209, compound

HRID 1578508Notes

Reaction equation

HRID 1578508 reaction equation
[CH2:1]1[CH:3]2[C:4](=[O:25])[CH:5]=[C:6]3[C@@:21]([CH3:22])([CH:2]12)[C@H:20]1[C@H:9]([C@H:10]2[C@:17]([CH3:23])([CH2:18][CH2:19]1)[C@@:13]([OH:24])([C:14](=[O:16])[CH3:15])[CH2:12][CH2:11]2)[CH:8]=[CH:7]3>C1(C)C=CC=CC=1.[Pd]>[CH2:1]1[CH:3]2[C:4](=[O:25])[CH:5]=[C:6]3[C@@:21]([CH3:22])([CH:2]12)[C@H:20]1[C@H:9]([C@H:10]2[C@:17]([CH3:23])([CH2:18][CH2:19]1)[C@@:13]([OH:24])([C:14](=[O:16])[CH3:15])[CH2:12][CH2:11]2)[CH2:8][CH2:7]3

Participants

4

Reactant 1

HCID 68132491HCID 68132491, compound

Product 1

HCID 68133209HCID 68133209, compoundYield 95%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 1140TolueneSolvent

Procedure

3.7 G of 1,2-methylene-17α-hydroxy-9β ,10α-pregna-4,6-diene-3,20-dione is added to a hydrogenation mixture of 370 mg of palladium on CaCO3 in 37 ml of toluene. After the absorption of the theoretical quantity of hydrogen the reaction mixture is filtered and the solvent is subsequently evaporated. The residue is recrystallized, yield 95% of pure 1,2-methylene-17α-hydroxy-9β ,10α-pregn-4-ene-3,20-dione.

Workup

  1. customAfter the absorption of the theoretical quantity of hydrogen the reaction mixture
  2. filtrationis filtered
  3. customthe solvent is subsequently evaporated
  4. customThe residue is recrystallized

Sources & evidence

ORD record
ord-d677dc91e2dd48db8ea6ad5e7fbeeeea
Source dataset
uspto-grants-1976_02
Patent number
US03937700

Reaction notes

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