Sodium Hydroxide → 2-Amino-3-chlorophenol

HRID 1385400

반응식

HRID 1385400 반응식
[Cl:1][C:2]1[C:3]([N+:9]([O-])=O)=[C:4]([OH:8])[CH:5]=[CH:6][CH:7]=1.[Sn](Cl)Cl.[OH-].[Na+]>C(O)C>[NH2:9][C:3]1[C:2]([Cl:1])=[CH:7][CH:6]=[CH:5][C:4]=1[OH:8]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 136221703-Chloro-2-nitrophenol

생성물 1

HCID 198289622-Amino-3-chlorophenol수율 71.1%

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
80 °C

실험 절차

A mixture of 3-chloro-2-nitrophenol (250 mg, 1.4 mmol) and tin (II) chloride (1.2 g, 5.3 mmol) in ethanol (50 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/CH2CH2) gave the desired product (143 mg, 69 %). 1H NMR (CD3OD): d 6.75 (t, 1H), 6.70 (d, 1H), 6.65 (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-e13dd4cf955d418a81ff421db52f7401
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06262113B1

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