Sodium Thiosulfate → 2-Amino-4-(trifluoromethoxy)phenol

HRID 897910

反応式

HRID 897910 の反応式
[N+:1]([C:4]1[CH:9]=[C:8]([O:10][C:11]([F:14])([F:13])[F:12])[CH:7]=[CH:6][C:5]=1[OH:15])([O-])=O.S([O-])([O-])(=O)=S.[Na+].[Na+]>C(O)C.O>[NH2:1][C:4]1[CH:9]=[C:8]([O:10][C:11]([F:12])([F:13])[F:14])[CH:7]=[CH:6][C:5]=1[OH:15]

参加物

5

反応物 2

HCID 24477Sodium ThiosulfateHCID 27757752-Nitro-4-(trifluoromethoxy)phenol

生成物 1

HCID 27377292-Amino-4-(trifluoromethoxy)phenol収率 56.2%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

反応条件

温度
80 °C

実験手順

To a mixture of 2-nitro-4-(trifluoromethoxy)phenol (2 g, 0.0089 mol) in ethanol (50 mL) and water (25 mL) was added sodium thiosulfate (6.2 g, 0.0356 mol) at room temperature. The heterogeneous mixture was stirred at 80° C. under an atmosphere of nitrogen for 1 hour. The reaction mixture was cooled to room temperature, and ethanol was removed under reduced pressure. The aqueous layer was extracted with ethyl acetate (3×70 mL), and the organic layer was washed with brine and dried under sodium sulfate. The solvent was removed under reduced pressure to give yellow solid of 2-amino-4-(trifluoromethoxy)phenol (0.9 g, 0.005 mol). TLC (methanol/dichloromethane=5:95) Rf 0.29 MS: MH+: 194.

後処理

  1. temperatureThe reaction mixture was cooled to room temperature
  2. customethanol was removed under reduced pressure
  3. extractionThe aqueous layer was extracted with ethyl acetate (3×70 mL)
  4. washthe organic layer was washed with brine
  5. customdried under sodium sulfate
  6. customThe solvent was removed under reduced pressure

出典と根拠

ORDレコード
ord-c729e579dfcc42dd94c6bd422027e908
出典データセット
uspto-grants-2005_07
特許番号
US06921763B2

関連ノート

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