Sodium Hydroxide → 2-Amino-4-fluorophenol

HRID 70125

반응식

HRID 70125 반응식
[Sn](Cl)Cl.[F:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([N+:12]([O-])=O)[CH:6]=1.[OH-].[Na+]>CCO>[NH2:12][C:7]1[CH:6]=[C:5]([F:4])[CH:10]=[CH:9][C:8]=1[OH:11]

참가 물질

5

반응물 3

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 1362364-Fluoro-2-nitrophenol

생성물 1

HCID 27359172-Amino-4-fluorophenol

시약·촉매·용매 1

HCID 702Ethanol용매

반응 조건

온도
70 °C

실험 절차

Tin(II) chloride (12.1 g, 63.6 mmol) was added to a solution of 4-fluoro-2-nitrophenol (2.00 g, 12.7 mmol) in EtOH (45 mL), and the reaction mixture was heated to 70° C. After 2 h, the reaction mixture was allowed to cool to rt and was poured onto ice (˜200 mL). After warming to rt, the pH was adjusted to ˜9 with 2 N aqueous NaOH, and the mixture was filtered. The filtrate was extracted with EtOAc (3×), and the combined EtOAc extracts were dried over Na2SO4, filtered, and concentrated under reduced pressure. This gave 1.21 g (75%) of the title compound. LC-MS: RT=4.48 min., [M+H]+=128.0.

후처리

  1. temperatureto cool to rt
  2. additionwas poured onto ice (˜200 mL)
  3. temperatureAfter warming to rt
  4. filtrationthe mixture was filtered
  5. extractionThe filtrate was extracted with EtOAc (3×)
  6. dry with materialthe combined EtOAc extracts were dried over Na2SO4
  7. filtrationfiltered
  8. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-c64d0ba619ef4540ae9434e850b06c81
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08822472B2

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