Water → HCID 56638056, compound

HRID 1380817Notes

Reaction equation

HRID 1380817 reaction equation
[OH:1][C@@H:2]1[C@H:7]2[C@H:8]3[C@H:17]([CH2:18][CH2:19][C@:5]2([CH3:6])[C:4](=[O:21])[CH2:3]1)[C@@H:16]1[C:11](=[CH:12][C:13](=[O:20])[CH2:14][CH2:15]1)[CH2:10][CH2:9]3.[C:22](Cl)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.O>N1C=CC=CC=1>[C:22]([O:1][C@@H:2]1[C@H:7]2[C@H:8]3[C@H:17]([CH2:18][CH2:19][C@:5]2([CH3:6])[C:4](=[O:21])[CH2:3]1)[C@@H:16]1[C:11](=[CH:12][C:13](=[O:20])[CH2:14][CH2:15]1)[CH2:10][CH2:9]3)(=[O:29])[C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1

Participants

5

Reactant 3

HCID 962WaterHCID 7412Benzoyl chlorideHCID 56619958HCID 56619958, compound

Product 1

HCID 56638056HCID 56638056, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

A solution of 69.2 g of 15α-hydroxy-4-estrene-3,17-dione in 408 ml of pyridine is combined under ice cooling with 46.4 ml of benzoyl chloride and stirred for one hour under cooling. Then the mixture is combined with 5.7 ml of water and agitated for 3 hours at room temperature and precipitated into ice water. The thus-formed precipitate is filtered off, washed with water, and dried, thus yielding 98.7 g of 15α-benzoyloxy-4-estrene-3,17-dione.

Workup

  1. temperatureunder cooling
  2. stirringagitated for 3 hours at room temperature
  3. customprecipitated into ice water
  4. filtrationThe thus-formed precipitate is filtered off
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-4b217136c4dd4c9cb9c7a805edfefc5c
Source dataset
uspto-grants-1986_04
Patent number
US04584288

Reaction notes

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