Hydrochloric Acid → Methyl 2-amino-4-fluorobenzoate

HRID 3132

反応式

HRID 3132 の反応式
[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]

参加物

6

反応物 3

HCID 313Hydrochloric Acid2 回HCID 516892Sodium BicarbonateHCID 27249674-Fluoroanthranilic acid

生成物 1

HCID 14075433Methyl 2-amino-4-fluorobenzoate収率 80.6%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-fb1f425ed29c488e8ffdf69649ec7433
出典データセット
uspto-grants-1998_03
特許番号
US05733910

関連ノート

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