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

HRID 897910

반응식

HRID 897910 반응식
[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]

참가 물질

5

반응물 2

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

생성물 1

HCID 27377292-Amino-4-(trifluoromethoxy)phenol수율 56.2%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

반응 조건

온도
80 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c729e579dfcc42dd94c6bd422027e908
출처 데이터셋
uspto-grants-2005_07
특허 번호
US06921763B2

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