Potassium Carbonate → HCID 70543566, compound

HRID 1156050Notes

Reaction equation

HRID 1156050 reaction equation
C([O:4][C@H:5]1[C@H:10]([CH2:11][CH3:12])[CH2:9][C@H:8]2[C@H:13]3[C:22]([CH:23]=[CH:24][C@:6]12[CH3:7])=[C:21]1[C:16](=[CH:17][C:18](=[O:25])[CH2:19][CH2:20]1)[CH2:15][CH2:14]3)(=O)C.C(=O)([O-])[O-].[K+].[K+]>CO.O>[CH2:11]([C@@H:10]1[CH2:9][C@H:8]2[C@H:13]3[C:22]([CH:23]=[CH:24][C@:6]2([CH3:7])[C@H:5]1[OH:4])=[C:21]1[C:16](=[CH:17][C:18](=[O:25])[CH2:19][CH2:20]1)[CH2:15][CH2:14]3)[CH3:12]

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 70543959HCID 70543959, compound

Product 1

HCID 70543566HCID 70543566, compoundYield 86.7%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent2×

Procedure

A solution of 2.5 g of 17β-acetoxy-16α-ethyl-4,9,11-estratrien-3-one in 120 ml of methanol and 5 ml of water is stirred, after adding 6.0 g of potassium carbonate, for 4 hours at room temperature. The mixture is then poured into water and extracted with ethyl acetate. Crystallization of the crude product from ethyl acetate yields 1.9 g of 16α-ethyl-17β-hydroxy-4,9,11-estratrien-3-one, m.p. 139°-141° C.

Workup

  1. extractionextracted with ethyl acetate
  2. customCrystallization of the crude product from ethyl acetate

Sources & evidence

ORD record
ord-520c637ca4c04b8495259d59827aea9b
Source dataset
uspto-grants-1982_06
Patent number
US04333928

Reaction notes

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