Water → HCID 54454025、化合物

HRID 129225

反応式

HRID 129225 の反応式
[H-].[Na+].[NH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][CH2:13][C:14]([O:16][CH2:17]C)=[O:15])=[CH:4]1.[CH:19]([C:22]1[CH:27]=[C:26]([CH:28]([CH3:30])[CH3:29])[CH:25]=[C:24]([CH:31]([CH3:33])[CH3:32])[C:23]=1[S:34](Cl)(=[O:36])=[O:35])([CH3:21])[CH3:20].O>CCCCCC.CN(C=O)C>[CH:19]([C:22]1[CH:27]=[C:26]([CH:28]([CH3:29])[CH3:30])[CH:25]=[C:24]([CH:31]([CH3:33])[CH3:32])[C:23]=1[S:34]([N:3]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[C:5]([CH2:12][CH2:13][C:14]([O:16][CH3:17])=[O:15])=[CH:4]1)(=[O:36])=[O:35])([CH3:20])[CH3:21]

参加物

7

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 810422,4,6-Tris(1-methylethyl)benzenesulfonyl chlorideHCID 225390Ethyl 3-(1h-indol-3-yl)propanoate

生成物 1

HCID 54454025HCID 54454025、化合物収率 102.1%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒2 回HCID 8058Hexane溶媒

実験手順

Sodium hydride (60% oil 19.03 g 0.476 mol) was washed with n-hexane, and was suspended in DMF (500 ml). To the suspension was gradually added a solution of ethyl indole-3-propionate acid (64.79 g 0.317 mol) in DMF(100 ml). The mixture was stirred for one hour at 40°-50° C., and to the mixture was gradually added, under ice-cooling, 2,4,6-triisopropylphenylsulfonyl chloride (115.25 g, 0.38 mol), followed by stirring for one hour at room temperature. To the reaction mixture was added water (150 ml), and the mixture was subjected to extraction with n-hexane (500 ml). The extract solution was washed with water (100 ml) and dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure to to leave the title compound (152 g).

後処理

  1. additionto the mixture was gradually added, under ice-
  2. temperaturecooling
  3. stirringby stirring for one hour at room temperature
  4. extractionthe mixture was subjected to extraction with n-hexane (500 ml)
  5. washThe extract solution was washed with water (100 ml)
  6. dry with materialdried over anhydrous magnesium sulfate
  7. distillationThe solvent was distilled off under reduced pressure

出典と根拠

ORDレコード
ord-78e1ca464ff94ab8b8643cb95e67bbf5
出典データセット
uspto-grants-1995_11
特許番号
US05466689

関連ノート

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