Sodium Hydroxide → HCID 69104800、化合物

HRID 2224042ノート

反応式

HRID 2224042 の反応式
[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]

参加物

5

反応物 3

HCID 14798Sodium HydroxideHCID 15907968HCID 15907968、化合物HCID 16686413Diethyl aluminum cyanide

生成物 1

HCID 69104800HCID 69104800、化合物

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-b5cc30c2488e49e9bf396e9218b8122b
出典データセット
uspto-grants-2008_05
特許番号
US07378404B2

反応ノート

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