Sodium Hydroxide → 2-Amino-6-(trifluoromethyl)phenol

HRID 568030노트

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HRID 568030 반응식
[F:1][C:2]([F:14])([F:13])[C:3]1[C:8]([OH:9])=[C:7]([N+:10]([O-])=O)[CH:6]=[CH:5][CH:4]=1.[Sn](Cl)Cl.[OH-].[Na+]>C(O)C>[NH2:10][C:7]1[CH:6]=[CH:5][CH:4]=[C:3]([C:2]([F:1])([F:13])[F:14])[C:8]=1[OH:9]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 9018342-Nitro-6-(trifluoromethyl)phenol

생성물 1

HCID 222727462-Amino-6-(trifluoromethyl)phenol수율 88%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
80 °C

실험 절차

A mixture of 6-trifluoromethyl-2-nitrophenol(1.84 g, 8.67 mmol) and tin (II) chloride (6.0 g, 26.2 mmol) in ethanol(150 mL) was heated at 80° C. under argon. After 2 hours, the starting material has disappeared and the solution was allowed to cool down and then poured into ice. The pH was made slightly basic (pH7-8), by addition of solid NaOH, before being extracted with ethyl acetate. The organic phase was washed with brine, dried over MgSO4 and filtered. The solvent was evaporated and chromatography of the resulting solid on silica gel (4% MeOH/CH2Cl2) gave the desired product(1.35 g, 88%). 1H NMR (CD3OD): δ 6.93 (d, 1H), 6.82 (t, 1H), 6.78 (d, 1H).

후처리

  1. temperatureto cool down
  2. additionpoured into ice
  3. extractionbefore being extracted with ethyl acetate
  4. washThe organic phase was washed with brine
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customThe solvent was evaporated

출처 및 근거

ORD 기록
ord-9d63162321954f84acefbe24996014d6
출처 데이터셋
uspto-grants-2001_01
특허 번호
US06180675B2

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