Hydrochloric Acid → Methyl 2-amino-4-fluorobenzoate

HRID 3132

반응식

HRID 3132 반응식
[NH2:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].Cl.[C:13](=O)(O)[O-].[Na+]>CO.O>[NH2:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:13])=[O:5]

참가 물질

6

반응물 3

HCID 313Hydrochloric Acid2회HCID 516892Sodium BicarbonateHCID 27249674-Fluoroanthranilic acid

생성물 1

HCID 14075433Methyl 2-amino-4-fluorobenzoate수율 80.6%

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

A stirred solution of 2-amino-4-fluorobenzoic acid (4.86 g, 31.3 mM) in anhydrous methanol (100 mL) was saturated with anhydrous hydrogen chloride and then refluxed for 4 days. During the reflux period, the reaction mixture was periodically resaturated with hydrogen chloride. After the reflux period, the reaction mixture was cooled and concentrated to leave a white solid. This material was dissolved in water and the resulting solution neutralized with aqueous sodium bicarbonate and extracted with diethyl ether. The combined extracts were dried (MgSO4), filtered and concentrated to leave (4.08 g, 80.6%) of the title compound as an off white solid, mp 66°-67° C.; MS(CI): 170 (M+H).

후처리

  1. temperaturerefluxed for 4 days
  2. temperatureAfter the reflux period, the reaction mixture was cooled
  3. concentrationconcentrated
  4. customto leave a white solid
  5. extractionextracted with diethyl ether
  6. dry with materialThe combined extracts were dried (MgSO4)
  7. filtrationfiltered
  8. concentrationconcentrated

출처 및 근거

ORD 기록
ord-fb1f425ed29c488e8ffdf69649ec7433
출처 데이터셋
uspto-grants-1998_03
특허 번호
US05733910

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