Water → 2-Trifluoromethylquinolin-8-ol

HRID 1384881노트

반응식

HRID 1384881 반응식
C[O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:12]=1[N:11]=[C:10]([C:13]([F:16])([F:15])[F:14])[CH:9]=[CH:8]2.O.[OH-].[Na+]>Br>[F:16][C:13]([F:14])([F:15])[C:10]1[CH:9]=[CH:8][C:7]2[C:12](=[C:3]([OH:2])[CH:4]=[CH:5][CH:6]=2)[N:11]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 614880HCID 614880, 화합물

생성물 1

HCID 115720352-Trifluoromethylquinolin-8-ol수율 99.1%

시약·촉매·용매 1

HCID 260Hydrogen Bromide용매

실험 절차

A solution of 8-methoxy-2-trifluoromethylquinoline (10.0 g) in 48% hydrobromic acid (40 ml) was stirred at reflux overnight. The reaction mixture was poured into water (200 ml) and the pH adjusted to 12.5 using 46-48% sodium hydroxide solution. After extraction with dichloromethane (2×25 ml) the aqueous layer was acidified to pH5.3 by the addition of 37% hydrochloric acid solution. The mixture was then extracted using dichloromethane (2×100 ml) and the combined organic extracts washed with water, dried over sodium sulfate, filtered and the solvent removed in vacuo to give the product (9.3 g) as a white solid.

후처리

  1. temperatureat reflux overnight
  2. extractionAfter extraction with dichloromethane (2×25 ml) the aqueous layer
  3. additionwas acidified to pH5.3 by the addition of 37% hydrochloric acid solution
  4. extractionThe mixture was then extracted
  5. washthe combined organic extracts washed with water
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. customthe solvent removed in vacuo

출처 및 근거

ORD 기록
ord-b304b07e9fb74a8ab75f2725be463f52
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06262070B1

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