Water → HCID 15713367, compound

HRID 373041Notes

Reaction equation

HRID 373041 reaction equation
[C:1]([O:4][C@@:5]12[CH2:11][C@@H:10]1[CH2:9][C@H:8]1[C@H:12]3[C:21]([CH2:22][CH2:23][C@:6]21[CH3:7])=[C:20]1[C:15](=[CH:16][C:17](=[O:24])[CH2:18][CH2:19]1)[CH2:14][CH2:13]3)(=[O:3])[CH3:2].[C:25]1([CH3:35])C=CC(S(O)(=O)=O)=CC=1.O.C(=O)(O)[O-:38].[Na+]>C1C=CC=CC=1>[C:1]([O:4][C@@:5]12[CH2:11][C@@H:10]1[CH2:9][C@H:8]1[C@H:12]3[C:21](=[CH:22][CH2:23][C@:6]21[CH3:7])[C:20]1[CH2:19][CH2:18][C:17]2([O:38][CH2:25][CH2:35][O:24]2)[CH2:16][C:15]=1[CH2:14][CH2:13]3)(=[O:3])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 6101p-Toluenesulfonic acidHCID 516892Sodium BicarbonateHCID 15713354HCID 15713354, compound

Product 1

HCID 15713367HCID 15713367, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

5 g of 17beta-acetoxy-16alpha,17alpha-methylene-estra-4,9-dien-3-one is dissolved in 108 ml of benzene, mixed with 5 ml of glycol and 0.2 g of p-toluenesulfonic acid and boiled for 2 hours on the water separator. Then, it is stirred in an aqueous saturated sodium bicarbonate solution and the steroid is extracted with benzene. After chromatography on basic aluminum oxide and concentration of the eluates by evaporation, the thin-layer-chromatographically homogeneous residue is directly further processed.

Workup

  1. extractionthe steroid is extracted with benzene
  2. customAfter chromatography on basic aluminum oxide and concentration of the eluates by evaporation

Sources & evidence

ORD record
ord-755dbe5d2f4d495b8fb0b6c3ed4f568d
Source dataset
uspto-grants-1992_11
Patent number
US05162312

Reaction notes

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