Sulfuric Acid → Methyl 5-amino-2-hydroxybenzoate

HRID 66223

반응식

HRID 66223 반응식
[NH2:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=[O:8])[C:5]([OH:11])=[CH:4][CH:3]=1.S(=O)(=O)(O)O.[C:17](=O)([O-])[O-].[Na+].[Na+]>CO>[CH3:17][O:8][C:7](=[O:9])[C:6]1[C:5](=[CH:4][CH:3]=[C:2]([NH2:1])[CH:10]=1)[OH:11]

참가 물질

5

반응물 3

HCID 1118Sulfuric AcidHCID 40755-Aminosalicylic AcidHCID 10340Sodium Carbonate

생성물 1

HCID 135127Methyl 5-amino-2-hydroxybenzoate

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of 20.0 g of 5-aminosalicylic acid, 250 ml of methanol and 10 ml of concentrated sulfuric acid is refluxed overnight. The reaction mixture is cooled, made alkaline with dilute aqueous sodium carbonate solution and concentrated. The resulting solid is separated and washed with water. The solid is then washed with ether, and the ether is evaporated to dryness yielding a brown solid. The aqueous filtrate above is extracted with ether, the extract is dried over anhydrous sodium sulfate, and evaporated yielding a brown solid. The solids are combined and recrystallized from ether to afford 10.7 g of 5-aminosalicylic acid methyl ester.

후처리

  1. temperatureThe reaction mixture is cooled
  2. concentrationconcentrated
  3. customThe resulting solid is separated
  4. washwashed with water
  5. washThe solid is then washed with ether
  6. customthe ether is evaporated to dryness
  7. customyielding a brown solid
  8. extractionThe aqueous filtrate above is extracted with ether
  9. dry with materialthe extract is dried over anhydrous sodium sulfate
  10. customevaporated
  11. customyielding a brown solid
  12. customrecrystallized from ether

출처 및 근거

ORD 기록
ord-b81ed494e9ea4bc4968e388da24bf6d5
출처 데이터셋
uspto-grants-1978_12
특허 번호
US04130660

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