Hydrochloric Acid → 17alpha-Ethynyl-17beta-hydroxy-6,16-dimethyleneandrosta-4-en-3-one

HRID 65405

反応式

HRID 65405 の反応式
[C:1]([C@:3]1([OH:34])[C:8](=[CH2:9])[CH2:7][C@H:6]2[C@H:10]3[C@H:20]([CH2:21][CH2:22][C@:4]12[CH3:5])[C@:18]1([CH3:19])[C:13](=[CH:14][C:15](=[O:23])[CH2:16][CH2:17]1)[C@H:12]([CH2:24]N(C1C=CC=CC=1)CC)[CH2:11]3)#[CH:2].Cl.O>C1COCC1>[C:1]([C@:3]1([OH:34])[C:8](=[CH2:9])[CH2:7][C@H:6]2[C@H:10]3[C@H:20]([CH2:21][CH2:22][C@:4]12[CH3:5])[C@:18]1([CH3:19])[C:13](=[CH:14][C:15](=[O:23])[CH2:16][CH2:17]1)[C:12](=[CH2:24])[CH2:11]3)#[CH:2]

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 1331492617alpha-Ethynyl-17beta-hydroxy-6beta-(N-phenyl-N-ethylaminomethyl)-16-methyleneandrosta-4-en-3-one

生成物 1

HCID 1331492917alpha-Ethynyl-17beta-hydroxy-6,16-dimethyleneandrosta-4-en-3-one

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

17α-Ethynyl-17β-hydroxy-6-β-(N-phenyl-N-ethylaminomethyl)-16-methyleneandrosta-4-en-3-one (Example 3) in THF (20 ml) are mixed. Degassed hydrochloric acid (6N, 55 ml plus 20 ml THF) are added. The mixture is stirred overnight at 20°-25° under nitrogen, at which time TLC shows the reaction to be complete. Water (110 ml) is added, the mixture filtered, the solids washed with 10% hydrochloric acid, twice with water, once with 5% sodium bicarbonate, and three times with water to neutrality. Solids were then dried under nitrogen overnight to give the title compound.

後処理

  1. customthe reaction
  2. filtrationthe mixture filtered
  3. washthe solids washed with 10% hydrochloric acid, twice with water, once with 5% sodium bicarbonate, and three times with water to neutrality
  4. customSolids were then dried under nitrogen overnight

出典と根拠

ORDレコード
ord-84a0b588c67b42cf91f732ab7f5f1ccb
出典データセット
uspto-grants-1986_09
特許番号
US04614621

関連ノート

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