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Water → HCID 54285481、化合物

HRID 654469
ノート
印刷プレビュー

反応式

HRID 654469 の反応式
[H-].[Na+].[CH2:3]([C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[NH:12][CH:11]=1)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.Br[CH2:20][C:21]([O:23][CH3:24])=[O:22].O>CN(C=O)C>[CH2:3]([C:10]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:12]([CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH:11]=1)[C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][CH:9]=1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 60984Methyl bromoacetateHCID 2311683-Benzyl-1H-indole

生成物 1

HCID 54285481HCID 54285481、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

To a suspension of NaH (50% dispersion in oil, 170 mg, 3.5 mmol) in DMF (15 mL), at r.t. and under an atmosphere of nitrogen, there was added in portions 3-benzylindole (ref: Tetrahedron 23, 3771-83 (1967)) (621 mg, 3 mmol) and the mixture was stirred for 1 hour. There added methyl bromoacetate (765 mg, 5 mmol) and stirring was continued for 1.5 hours. H2O (100 mL) was added and the mixture was extracted twice with Et2O. These extracts were H2O with water, dried over MgSO4 and evaporated to a residue which was chromatographed on silica gel eluting with a 1:5 mixture of EtOAc acetate and hexane to afford the title product as an oil.

後処理

  1. stirringstirring
  2. waitwas continued for 1.5 hours
  3. extractionthe mixture was extracted twice with Et2O
  4. dry with materialdried over MgSO4
  5. customevaporated to a residue which
  6. customwas chromatographed on silica gel eluting with a 1:5 mixture of EtOAc acetate and hexane

出典と根拠

ORDレコード
ord-1937b03e8264402bb0838a416efbe3f5
出典データセット
uspto-grants-1992_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05132319

反応ノート

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