Sodium hydride → HCID 86612915、化合物

HRID 1445888

反応式

HRID 1445888 の反応式
[H-].[Na+].[CH2:3]([O:10][C:11](=[O:24])[CH2:12][O:13][C:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH:16]=[C:17]([CH3:23])[NH:18]2)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[Br:25][CH:26](Br)[CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH3:37]>CN(C=O)C.C(OCC)(=O)C>[CH2:3]([O:10][C:11](=[O:24])[CH2:12][O:13][C:14]1[CH:22]=[CH:21][CH:20]=[C:19]2[C:15]=1[CH:16]=[C:17]([CH3:23])[N:18]2[CH2:37][CH2:36][CH2:35][CH2:34][CH2:33][CH2:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][CH2:26][Br:25])[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 113249061,1-DibromododecaneHCID 58765424(2-Methyl-1H-indol-4-yloxy)-acetic acid benzyl ester

生成物 1

HCID 86612915HCID 86612915、化合物

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8857Ethyl Acetate溶媒

実験手順

To a suspension of sodium hydride (60% in mineral oil, 0.093 g, 6.45 mmole) in DMF (10 mL), (2-methyl-1H-indol-4-yloxy)-acetic acid benzyl ester (2) (0.845 g, 2.3 mmole) was added. The mixture was stirred at room temperature for 1 h. To the mixture, dibromododecane (0.765 g, 2.3 mmole) was added and the reaction mixture was stirred at room temperature for 18 h. The reaction was diluted with ethyl acetate and washed with water. The organic layer was separated, dried with sodium sulphate and concentrated. The residue was purified by column chromatography (10:1, hexane: EtOAc) to afford intermediate 3. Yield: 0.708 g, 45%.

後処理

  1. additionwas added
  2. stirringthe reaction mixture was stirred at room temperature for 18 h
  3. washwashed with water
  4. customThe organic layer was separated
  5. dry with materialdried with sodium sulphate
  6. concentrationconcentrated
  7. customThe residue was purified by column chromatography (10:1, hexane: EtOAc)

出典と根拠

ORDレコード
ord-e4ca5912b9f34cb28c09fa906118453e
出典データセット
uspto-grants-2010_02
特許番号
US07666898B2

関連ノート

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