Aluminum → HCID 14779271, compound

HRID 1380492Notes

Reaction equation

HRID 1380492 reaction equation
[C:1]([C@:3]1([OH:23])[CH2:8][CH2:7][C@H:6]2[C@H:9]3[C:19](=[CH:20][CH2:21][C@:4]12[CH3:5])[C@:17]1([CH3:18])[C:12](=[CH:13][C:14](=[O:22])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3)#[CH:2].CC(C)([O-])C.[K+].[Al]>>[C:1]([C@@:3]1([OH:23])[CH2:8][CH2:7][C@H:6]2[C@H:9]3[C:19](=[CH:20][CH2:21][C@:4]12[CH3:5])[C@:17]1([CH3:18])[C:12](=[CH:13][C:14](=[O:22])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3)#[CH:2]

Participants

4

Reactant 3

HCID 5359268AluminumHCID 14779270HCID 14779270, compoundHCID 23665647Potassium tert-butoxide

Product 1

HCID 14779271HCID 14779271, compound

Procedure

17α-Ethynyl-17β-hydroxyandrosta-4,9(11)-dien-3-one (III A, (.S. Pat. No. 3,441,559, 0.3 g) and potassium t-butoxide (0.119 g) are combined in a vial which is then sealed with a septum and aluminum cap. The vial air-space is evacuated under reduced pressure, ethylene diamine (5 ml) is then added by a syringe followed by acetylene gas purge into the vapor space. The mixture is stirred at 20°-25° for 48 hours at which time TLC (ethyl acetate/hexane:50/50) indicates the title compound is obtained.

Workup

  1. customcap
  2. customThe vial air-space is evacuated under reduced pressure, ethylene diamine (5 ml)
  3. additionis then added by a syringe
  4. custompurge into the vapor space
  5. customis obtained

Sources & evidence

ORD record
ord-0486e751d43c40208c32c9136433cb0f
Source dataset
uspto-grants-1986_04
Patent number
US04582644

Reaction notes

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