Water → HCID 11351199、化合物

HRID 11408

反応式

HRID 11408 の反応式
[CH2:1]([O:8][C:9]([C:11]1[C:12]2[CH:13]=[C:14]([CH3:20])[NH:15][C:16]=2[CH:17]=[CH:18][CH:19]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Na+].[CH2:23]([O:27][C:28]1[CH:36]=[CH:35][C:31]([C:32](Cl)=[O:33])=[CH:30][CH:29]=1)[CH2:24][CH2:25][CH3:26].O>CN(C)C=O.C(OCC)(=O)C>[CH2:1]([O:8][C:9]([C:11]1[C:12]2[CH:13]=[C:14]([CH3:20])[N:15]([C:32](=[O:33])[C:31]3[CH:30]=[CH:29][C:28]([O:27][CH2:23][CH2:24][CH2:25][CH3:26])=[CH:36][CH:35]=3)[C:16]=2[CH:17]=[CH:18][CH:19]=1)=[O:10])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

参加物

7

反応物 4

HCID 962WaterHCID 24758Sodium hydrideHCID 1185614-Butoxybenzoyl chlorideHCID 183550292-Methyindole-4-carboxylic acid benzyl ester

生成物 1

HCID 11351199HCID 11351199、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 solution of 2-methyindole-4-carboxylic acid benzyl ester (690 mg; prepared in Reference Example 11) in N,N-dimethylformamide (8 ml) was added sodium hydride (114 mg; 60%) at 0° C., and the mixture was stirred at the same temperature for 30 minutes. To the reaction mixture was added 4-butoxybenzoyl chloride (0.54 ml), and the mixture was stirred at room temperature overnight. To the reaction mixture was added water and ethyl acetate, and then separated. The aqueous layer was extracted with ethyl acetate. The combined organic layer was washed with water and a saturated aqueous solution of sodium chloride, successively, dried and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane-ethyl acetate) to give the title compound (1.02 g) having the following physical data.

後処理

  1. stirringthe mixture was stirred at room temperature overnight
  2. customseparated
  3. extractionThe aqueous layer was extracted with ethyl acetate
  4. washThe combined organic layer was washed with water
  5. dry with materiala saturated aqueous solution of sodium chloride, successively, dried
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by column chromatography on silica gel (hexane-ethyl acetate)

出典と根拠

ORDレコード
ord-9c82ce6bb1624d23822093bef6f2b185
出典データセット
uspto-grants-2006_08
特許番号
US07098234B2

関連ノート

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