Water → 17beta-Benzoyl-estra-1,3,5(10)-triene-3-carboxylic Acid

HRID 53450Notes

Reaction equation

HRID 53450 reaction equation
[C:1]([C@H:9]1[CH2:14][CH2:13][C@H:12]2[C@H:15]3[C@H:24]([CH2:25][CH2:26][C@:10]12[CH3:11])[C:23]1[CH:22]=[CH:21][C:20]([C:27]([O:29]C)=[O:28])=[CH:19][C:18]=1[CH2:17][CH2:16]3)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])([O-])=O.[K+].[K+].O>CO>[C:1]([C@H:9]1[CH2:14][CH2:13][C@H:12]2[C@H:15]3[C@H:24]([CH2:25][CH2:26][C@:10]12[CH3:11])[C:23]1[CH:22]=[CH:21][C:20]([C:27]([OH:29])=[O:28])=[CH:19][C:18]=1[CH2:17][CH2:16]3)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 962WaterHCID 11430Potassium CarbonateHCID 54345982Methyl 17beta-benzoyl-estra-1,3,5(10)-triene-3-carboxylate

Product 1

HCID 988660117beta-Benzoyl-estra-1,3,5(10)-triene-3-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of methyl 17β-benzoyl-estra-1,3,5(10)-triene-3-carboxylate, K2CO3, water and methanol is heated at reflux for about 5 hours. Acidification followed by conventional workup yields title compound.

Workup

  1. temperatureis heated
  2. temperatureat reflux for about 5 hours

Sources & evidence

ORD record
ord-c0049b101cae4cfb9bd955f41eef4648
Source dataset
uspto-grants-1997_04
Patent number
US05618806

Reaction notes

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