Potassium Carbonate → HCID 12095977, compound

HRID 2219061Notes

Reaction equation

HRID 2219061 reaction equation
[C:1]([C@:3]12[CH2:20][CH2:19][C@@:17]3([CH3:18])[C@@H:13]([CH2:14][C@@H:15](CC([O-])=O)[CH2:16]3)[C@@H:12]1[CH2:11][CH2:10][C:9]1[CH:8]=[C:7]([OH:25])[CH:6]=[CH:5][C:4]2=1)#[N:2].C(=O)([O-])[O-:27].[K+].[K+]>CO>[C:1]([C@:3]12[CH2:20][CH2:19][C@@:17]3([CH3:18])[C@@H:13]([CH2:14][C@@H:15]([OH:27])[CH2:16]3)[C@@H:12]1[CH2:11][CH2:10][C:9]1[CH:8]=[C:7]([OH:25])[CH:6]=[CH:5][C:4]2=1)#[N:2]

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 86592096HCID 86592096, compound

Product 1

HCID 12095977HCID 12095977, compoundYield 926.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

At room temperature, 0.43 g (1.27 mmol) of 9α-cyano-3-hydroxy-estra-1,3,5(10)-trien-16α-yl-acetate is stirred for 2 hours with 1.0 g (7.24 mmol) of potassium carbonate in 40 ml of methanol (1% water). Then, the methanol is distilled off in a vacuum, and the organic residue is dissolved in methylene chloride. The organic phase is washed with water and concentrated by evaporation. 3.5 g (93%) of 9α-cyano-estra-1,3,5(10)-triene-3,16α-diol is obtained.

Workup

  1. distillationThen, the methanol is distilled off in a vacuum
  2. dissolutionthe organic residue is dissolved in methylene chloride
  3. washThe organic phase is washed with water
  4. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-f995d9a9789b4379b1c56c91eea07f80
Source dataset
uspto-grants-2008_08
Patent number
US07414043B2

Reaction notes

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