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Water → HCID 19008600、化合物

HRID 1742199
ノート
印刷プレビュー

反応式

HRID 1742199 の反応式
[H-].[Na+].[Cl:3][C:4]1[CH:20]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:18]=[CH:17][C:5]=1[O:6][C:7]1[CH:8]=[CH:9][C:10]([N+:14]([O-:16])=[O:15])=[C:11]([OH:13])[CH:12]=1.Br[CH:26]([C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:27]([O:29][CH2:30][CH3:31])=[O:28].O>CN(C=O)C>[Cl:3][C:4]1[CH:20]=[C:19]([C:21]([F:23])([F:22])[F:24])[CH:18]=[CH:17][C:5]=1[O:6][C:7]1[CH:8]=[CH:9][C:10]([N+:14]([O-:16])=[O:15])=[C:11]([CH:12]=1)[O:13][CH:26]([C:27]([O:29][CH2:30][CH3:31])=[O:28])[C:32]([O:34][CH2:35][CH3:36])=[O:33]
参加物反応条件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 69637Diethyl bromomalonateHCID 1620645-(2-Chloro-4-trifluoromethylphenoxy)-2-nitrophenol

生成物 1

HCID 19008600HCID 19008600、化合物

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒2 回

反応条件

温度
70 °C

実験手順

To a suspension of 60% sodium hydride (0.4 g) in DMF (5 ml) was dropwise added, under ice-cooling, a DMF (5 ml) solution of 5-(2-chloro-4-trifluoromethylphenoxy)-2-nitrophenol (3.3 g), and the mixture was stirred for 10 minutes. To the solution was added diethyl bromomalonate (2.1 ml), and the mixture stirred at 70° C. for 30 minutes. Then, to the reaction mixture was added water (10 ml), and the mixture extracted twice with ethyl acetate (20 ml). The extract was washed with water and then with saturated aqueous sodium chloride, and dried over magnesium sulfate. The solvent was evaporated under a reduced pressure, and the residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=5/1) to give 3.0 g of the title compound (colorless oil). Also, 0.7 g of the phenol derivative of the starting material was recovered.

後処理

  1. additionwas dropwise added, under ice-
  2. temperaturecooling
  3. extractionthe mixture extracted twice with ethyl acetate (20 ml)
  4. washThe extract was washed with water
  5. dry with materialwith saturated aqueous sodium chloride, and dried over magnesium sulfate
  6. customThe solvent was evaporated under a reduced pressure
  7. customthe residue was purified by silica gel chromatography (eluant: n-hexane/ethyl acetate=5/1)

出典と根拠

ORDレコード
ord-2061f26ed9c54b9bbc9aa039ea1f0979
出典データセット
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05338719

反応ノート

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