Water → HCID 58451400、化合物

HRID 456020ノート

反応式

HRID 456020 の反応式
[C:1]([O:5][C:6](=[O:20])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([C:16](=[O:19])[CH2:17]Cl)[N:15]=1)([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2].[F:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]2[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][CH:29]=2)=[CH:24][CH:23]=1.[OH-].[Na+].O>C1(C)C=CC=CC=1.[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[C:1]([O:5][C:6](=[O:20])[C:7]([S:10][C:11]1[S:12][CH:13]=[C:14]([C:16](=[O:19])[CH2:17][O:34][C:31]2[CH:30]=[CH:29][C:28]([C:25]3[CH:26]=[CH:27][C:22]([F:21])=[CH:23][CH:24]=3)=[CH:33][CH:32]=2)[N:15]=1)([CH3:9])[CH3:8])([CH3:4])([CH3:3])[CH3:2]

参加物

7

反応物 4

HCID 962WaterHCID 14798Sodium HydroxideHCID 3454204-Fluoro-4'-hydroxybiphenylHCID 584514032-{[4-(Chloroacetyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester

生成物 1

HCID 58451400HCID 58451400、化合物

試薬・触媒・溶媒 2

HCID 67553Tetrabutylammonium Iodide触媒HCID 1140Toluene溶媒

実験手順

2-{[4-(Chloroacetyl)-1,3-thiazol-2-yl]thio}-2-methylpropionic acid tert-butyl ester (23.8 g) and 4′-fluorobiphenyl-4-ol (12.00 g) obtained in Example 1 were dissolved in toluene (650 mL), aqueous sodium hydroxide solution (1 mol/L, 71 mL), tetrabutylammonium iodide (2.62 g) and water (71 mL) were added, and the mixture was heated under reflux for 3 hr, and allowed to cool to perform partitioning. The organic layer was washed twice with 1 mol/L aqueous sodium hydroxide solution (300 mL) and twice with saturated aqueous sodium chloride solution (200 mL), and dried over anhydrous sodium sulfate. The solvent was evaporated and the obtained residue was purified by column chromatography (Moritex Purif Pack SI 60 μm size 200 was used. elution solvent: hexane/ethyl acetate=95/5→70/30) to give the title compound as a pale-yellow oily substance (1.128 g).

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hr
  3. temperatureto cool
  4. customto perform partitioning
  5. washThe organic layer was washed twice with 1 mol/L aqueous sodium hydroxide solution (300 mL) and twice with saturated aqueous sodium chloride solution (200 mL)
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was evaporated
  8. customthe obtained residue was purified by column chromatography (Moritex Purif Pack SI 60 μm size 200 was used. elution solvent: hexane/ethyl acetate=95/5→70/30)

出典と根拠

ORDレコード
ord-37688475c70d4f4bac864351f8340bda
出典データセット
uspto-grants-2013_07
特許番号
US08497382B2

反応ノート

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