Testosterone → HCID 14750730, 화합물

HRID 260208

반응식

HRID 260208 반응식
[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]

참가 물질

5

반응물 3

HCID 6013Testosterone2회HCID 89602Bromoacetyl chlorideHCID 516892Sodium Bicarbonate

생성물 1

HCID 14750730HCID 14750730, 화합물

시약·촉매·용매 1

HCID 241Benzene용매

실험 절차

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##

후처리

  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%)

출처 및 근거

ORD 기록
ord-67ca648ca29343dd8fac25e97adf4167
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05525727

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