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Water → Methyl 1-Acetyl-4-(4-hydroxybenzenesulfonyl)-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate

HRID 1264609
ノート
印刷プレビュー

反応式

HRID 1264609 の反応式
[C:1]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][N:7]([S:15]([C:18]2[CH:23]=[CH:22][C:21]([O:24]C)=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH:6]([C:26]([O:28][CH3:29])=[O:27])[CH2:5]1)(=[O:3])[CH3:2].B(Br)(Br)Br.O>C(Cl)Cl>[C:1]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[CH2:8][N:7]([S:15]([C:18]2[CH:23]=[CH:22][C:21]([OH:24])=[CH:20][CH:19]=2)(=[O:17])=[O:16])[CH:6]([C:26]([O:28][CH3:29])=[O:27])[CH2:5]1)(=[O:3])[CH3:2]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 962WaterHCID 25134Boron tribromideHCID 18612735HCID 18612735、化合物

生成物 1

HCID 18612782Methyl 1-Acetyl-4-(4-hydroxybenzenesulfonyl)-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate収率 77.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

To a cooled (0°) solution of 2.0 g (4.78 mmol) of methyl 1-acetyl-4-(4-methoxybenzenesulfonyl)-2,3,4,5-tetrahydro-1H-[1,4]benzodiazepine-3-carboxylate in 14 ml of CH2Cl2 was added dropwise 143.3 ml (14.3 mmol) of a 1.0 molar solution of BBr3 in CH2Cl2. The mixture was stirred at room temperature for 1.5 hours. Ice and H2O were added to the reaction mixture and the insolubles filtered off. The filtrate was diluted with CH2Cl2 and H2O and the CH2Cl2 layer separated, washed with brine and dried (Na2 SO4) The solvent was removed under vacuum to give 1.5 g of a white foam. The solid was chromatographed on silica gel with hexane-ethyl acetate (1:1) as solvent to give a foam which was dried under vacuum to give 0.52 g of product as a white foam; Anal. Calc'd for C19H20N2O6S: C, 56 4;H, 5.0; N, 6.9; Found: C 55.1; H, 4.7; N, 6.5.

後処理

  1. filtrationthe insolubles filtered off
  2. additionThe filtrate was diluted with CH2Cl2 and H2O
  3. customthe CH2Cl2 layer separated
  4. washwashed with brine
  5. customdried (Na2 SO4) The solvent
  6. customwas removed under vacuum

出典と根拠

ORDレコード
ord-0c7d1f8377c640009a5db50746281e83
出典データセット
uspto-grants-2003_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06544984B1

反応ノート

読み込み中…

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