Methanol → 3-Amino-4-methylthiophene-2-carboxylic acid

HRID 1688072

반응식

HRID 1688072 반응식
[NH2:1][C:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]=1[C:8]([O:10]C)=[O:9].[OH-].[Na+].CO>O>[NH2:1][C:2]1[C:6]([CH3:7])=[CH:5][S:4][C:3]=1[C:8]([OH:10])=[O:9]

참가 물질

5

반응물 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 123584Methyl 3-amino-4-methylthiophene-2-carboxylate

생성물 1

HCID 149896783-Amino-4-methylthiophene-2-carboxylic acid수율 84.5%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a solution of methyl 3-amino-4-methyl-2-thiophene carboxylate (5 g, 29 mmol) and sodium hydroxide (3.5 g, 88 mmol) in a mixed solution (methanol:H2O/30 ml:120 ml) was heated at 50° C. for over night. The solution was cooled to room temperature and extracted with methylene chloride. The aqueous phase was acidified with 6N HCl until pH equal to 5. The aqueous phase was extracted again with ethyl acetate, and solvent phase washed with brine and dried over by sodium sulfate. After filtered and dried over the solvent, evaporated solvent to give 3.85 g of 3-amino-4-methyl-thiophene-2-carboxylic acid as a white solid in 84% yield: 1H NMR (300 MHz, CDCl3) δ 7.05 (d, 1H), 3.12 (br, 2H), 2.16 (s, 3H); MS (m/e): 157.9 (M+1).

후처리

  1. extractionextracted with methylene chloride
  2. extractionThe aqueous phase was extracted again with ethyl acetate, and solvent phase
  3. washwashed with brine
  4. dry with materialdried over by sodium sulfate
  5. filtrationAfter filtered
  6. customdried over the solvent
  7. customevaporated solvent

출처 및 근거

ORD 기록
ord-12a02a222cd7427cb0e49e819f666f5f
출처 데이터셋
uspto-grants-2012_04
특허 번호
US08148391B2

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