Benzoyl chloride → Benzyl 1-benzoyl-5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate

HRID 52016ノート

反応式

HRID 52016 の反応式
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([O:11][C:12]2[CH:20]=[CH:19][C:18]3[NH:17][C:16]([CH3:21])=[C:15]([C:22]([O:24][CH2:25][CH3:26])=[O:23])[C:14]=3[C:13]=2[C:27]([O:29][CH2:30][C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=[O:28])[N:4]=1.[H-].[Na+].[C:39](Cl)(=[O:46])[C:40]1[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=1>O1CCCC1>[CH2:30]([O:29][C:27]([C:13]1[C:14]2[C:15]([C:22]([O:24][CH2:25][CH3:26])=[O:23])=[C:16]([CH3:21])[N:17]([C:39](=[O:46])[C:40]3[CH:45]=[CH:44][CH:43]=[CH:42][CH:41]=3)[C:18]=2[CH:19]=[CH:20][C:12]=1[O:11][C:5]1[N:4]=[C:3]([O:2][CH3:1])[CH:8]=[C:7]([O:9][CH3:10])[N:6]=1)=[O:28])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

参加物

5

反応物 3

HCID 7412Benzoyl chlorideHCID 24758Sodium hydrideHCID 19962802HCID 19962802、化合物

生成物 1

HCID 19962759Benzyl 1-benzoyl-5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate収率 92%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1.5 g of benzyl 5-[(4,6-dimethoxypyrimidin-2-yl)oxy]-3-ethoxycarbonyl-2-methylindol-4-carboxylate was dissolved in 50 ml of tetrahydrofuran, and 0.176 g of 60% sodium hydride was added thereto. The mixture was stirred at room temperature for 30 minutes. Then, 0.51 g of benzoyl chloride was dropwise added thereto at room temperature, and the mixture was stirred for 4 hours. After concentration under reduced pressure, the mixture was poured into ice water and extracted with ethyl acetate. The organic layer was washed with water and then dried over anhydrous magnesium sulfate. The residue obtained by concentration under reduced pressure, was crystallized from isopropyl ether to obtain 1.67 g (yield: 92%) of the desired compound. mp: 128°-132.5° C.

後処理

  1. stirringat room temperature, and the mixture was stirred for 4 hours
  2. concentrationAfter concentration under reduced pressure
  3. additionthe mixture was poured into ice water
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with water
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customThe residue obtained by concentration under reduced pressure
  8. customwas crystallized from isopropyl ether

出典と根拠

ORDレコード
ord-d2c12e93f45949b599f2a7f549b49e7c
出典データセット
uspto-grants-1997_04
特許番号
US05616537

反応ノート

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