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

HRID 263381

反応式

HRID 263381 の反応式
[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

参加物

4

反応物 3

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

生成物 1

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

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e7557914f99c40acbe835f6180c02ff1
出典データセット
uspto-grants-1997_07
特許番号
US05643855

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