2-Bromopropane → Benzenamine, 4-chloro-2-fluoro-5-(1-methylethoxy)-

HRID 263381

반응식

HRID 263381 반응식
[NH2:1][C:2]1[C:3]([F:10])=[CH:4][C:5]([Cl:9])=[C:6]([OH:8])[CH:7]=1.Br[CH:12]([CH3:14])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>>[Cl:9][C:5]1[C:6]([O:8][CH:12]([CH3:14])[CH3:13])=[CH:7][C:2]([NH2:1])=[C:3]([F:10])[CH:4]=1

참가 물질

4

반응물 3

HCID 63582-BromopropaneHCID 11430Potassium CarbonateHCID 1586545-Amino-2-chloro-4-fluorophenol

생성물 1

HCID 158649Benzenamine, 4-chloro-2-fluoro-5-(1-methylethoxy)-수율 62%

실험 절차

A stirring mixture of 5-amino-2-chloro-4-fluorophenol (22.0 g, 136.19 mmol), 2-bromopropane (38.4 mL, 50.25 g, 408.57 mmol) and potassium carbonate (37.6 g, 273.0 mmol) was heated at reflux for 17 h. The reaction mixture was cooled and filtered. The filtrate was evaporated to dryness under reduced pressure. Flash chromatography yielded the title compound of Step A as a brown oil (17.2 g). 1H NMR (CDCl3): δ7.02 (d, 1H), 6.44 (d, 1H) 4.38 (q, 1H), 3.81 (br s,2H), 1.33 (d,6H). IR (cm-1): 3378.4, 3475.6.

후처리

  1. temperaturewas heated
  2. temperatureat reflux for 17 h
  3. temperatureThe reaction mixture was cooled
  4. filtrationfiltered
  5. customThe filtrate was evaporated to dryness under reduced pressure

출처 및 근거

ORD 기록
ord-e7557914f99c40acbe835f6180c02ff1
출처 데이터셋
uspto-grants-1997_07
특허 번호
US05643855

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