HCID 13051271, compound → HCID 57051172, compound

HRID 1381065Notes

Reaction equation

HRID 1381065 reaction equation
[C:1]([C@@:3]1(O)[CH2:8][CH2:7][C@H:6]2[C@H:9]3[C@H:19]([CH2:20][CH2:21][C@:4]12[CH3:5])[C@:17]1([CH3:18])[C:12](=[CH:13][C:14](=[O:22])[CH:15]=[CH:16]1)[CH2:11][CH2:10]3)#[CH:2]>C1C=CC=CC=1>[C:1]([C:3]1[C@:4]2([CH2:21][CH2:20][C@H:19]3[C@@H:9]([CH2:10][CH2:11][C:12]4[C@:17]3([CH3:18])[CH:16]=[CH:15][C:14](=[O:22])[CH:13]=4)[C@@H:6]2[CH2:7][CH:8]=1)[CH3:5])#[CH:2]

Participants

3

Reactant 1

HCID 13051271HCID 13051271, compound

Product 1

HCID 57051172HCID 57051172, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

Benzene and saturated saline were added to the reaction mixture to extract the product into benzene. The separated benzene layer was further washed three times with saturated saline, dried over anhydrous sodium sulfate and concentrated to give crystals. The high-speed liquid chromatographic analysis of the crystals showed that 17β-ethynyl-17α-hydroxyandrosta-1,4-diene-3-one and 17-ethynylandrosta-1,4,16-trien-3-one were formed in yields of 63 mol % and 32 mol %, respectively.

Workup

  1. extractionto extract the product into benzene
  2. washThe separated benzene layer was further washed three times with saturated saline
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customto give crystals

Sources & evidence

ORD record
ord-27dd95845ed743ea992d85696152cc4b
Source dataset
uspto-grants-1986_04
Patent number
US04585591

Reaction notes

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