Sodium Hydroxide → HCID 69104800, 화합물

HRID 2224042노트

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HRID 2224042 반응식
[C-:1]#[N:2].C([Al+]CC)C.[CH3:8][O:9][C:10]1[CH:27]=[CH:26][C:25]2[C:24]3[C:23](=[O:28])[CH2:22][C@@:20]4([CH3:21])[C@@H:16]([CH2:17][CH2:18][C@@H:19]4[O:29][CH:30]4[CH2:35][CH2:34][CH2:33][CH2:32][O:31]4)[C:15]=3[CH2:14][CH2:13][C:12]=2[CH:11]=1.[OH-].[Na+]>C1(C)C=CC=CC=1>[C:1]([C@@:15]12[CH2:14][CH2:13][C:12]3[CH:11]=[C:10]([O:9][CH3:8])[CH:27]=[CH:26][C:25]=3[C@H:24]1[C:23](=[O:28])[CH2:22][C@@:20]1([CH3:21])[C@H:16]2[CH2:17][CH2:18][C@@H:19]1[O:29][CH:30]1[CH2:35][CH2:34][CH2:33][CH2:32][O:31]1)#[N:2]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 15907968HCID 15907968, 화합물HCID 16686413Diethyl aluminum cyanide

생성물 1

HCID 69104800HCID 69104800, 화합물

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

195 ml of diethylaluminum cyanide (1.0 M, in toluene) was added in drops at a temperature of −5° C. under argon to a solution of 24.5 g of 11-ketosteroid 2 in 330 ml of toluene, and it was stirred for 1.5 hours while cooling was continued. Then, the mixture was poured onto 470 ml of ice-cooled 1N sodium hydroxide solution, stirred for 1 hour, extracted several times with ethyl acetate, and the collected organic phases were washed with water and brine and dried with magnesium sulfate. The chromatography of the evaporation residue on silica gel (solvent mixture: cyclohexane/ethyl acetate=4/1) yielded 3 as a foam in a yield of a total of 12.0 g (37%).

후처리

  1. temperaturewhile cooling
  2. stirringstirred for 1 hour
  3. extractionextracted several times with ethyl acetate
  4. washthe collected organic phases were washed with water and brine
  5. dry with materialdried with magnesium sulfate

출처 및 근거

ORD 기록
ord-b5cc30c2488e49e9bf396e9218b8122b
출처 데이터셋
uspto-grants-2008_05
특허 번호
US07378404B2

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