Testosterone → HCID 14750730、化合物

HRID 260208

反応式

HRID 260208 の反応式
[CH3:1][C@@:2]12[C@@H:10]([OH:11])[CH2:9][CH2:8][C@H:7]1[C@@H:6]1[CH2:12][CH2:13][C:14]3[C@@:20]([CH3:21])([C@H:5]1[CH2:4][CH2:3]2)[CH2:19][CH2:18][C:16](=[O:17])[CH:15]=3.C(=O)(O)[O-].[Na+].[Br:27][CH2:28][C:29](Cl)=[O:30]>C1C=CC=CC=1>[Br:27][CH2:28][C:29]([O:11][C@H:10]1[CH2:9][CH2:8][C@H:7]2[C@H:6]3[C@H:5]([CH2:4][CH2:3][C@:2]12[CH3:1])[C@:20]1([CH3:21])[C:14](=[CH:15][C:16](=[O:17])[CH2:18][CH2:19]1)[CH2:13][CH2:12]3)=[O:30]

参加物

5

反応物 3

HCID 6013Testosterone2 回HCID 89602Bromoacetyl chlorideHCID 516892Sodium Bicarbonate

生成物 1

HCID 14750730HCID 14750730、化合物

試薬・触媒・溶媒 1

HCID 241Benzene溶媒

実験手順

To a solution of 2.884 g (0.01 mol) of testosterone in 30 ml of dry benzene was added 1.008 g (0.012 mol) of sodium bicarbonate; then, while stirring, there were introduced dropwise 1.888 g (0.012 tool) of bromoacetyl chloride over a 5 minute period. The reaction mixture was then stirred under reflux for 6 hours until no testosterone could be traced by TLC. (Plates of Silica Gel G and a CHCH3 /CH3OH system were used.) The inorganic residue was filtered while hot, the filtrate was evaporated in vacuo and the residue was recrystallized from methanol, m.p. 144°-145° C., yield 3.2 g (78%). IR (KBr) 1735 (C=O), 1660 (C=O) cm-1. PMR as expected. The product has the formula: ##STR1506##

後処理

  1. stirringThe reaction mixture was then stirred
  2. filtration) The inorganic residue was filtered while hot, the filtrate
  3. customwas evaporated in vacuo
  4. customthe residue was recrystallized from methanol, m.p. 144°-145° C., yield 3.2 g (78%)

出典と根拠

ORDレコード
ord-67ca648ca29343dd8fac25e97adf4167
出典データセット
uspto-grants-1996_06
特許番号
US05525727

関連ノート

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