Sodium Hydroxide → 5-Oxazol-4-yl-thiophene-3-carboxylic acid

HRID 1914594노트

반응식

HRID 1914594 반응식
C[O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[N:11]=[CH:12][O:13][CH:14]=2)[S:7][CH:6]=1)=[O:4].[OH-].[Na+]>CO>[O:13]1[CH:14]=[C:10]([C:8]2[S:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:9]=2)[N:11]=[CH:12]1

참가 물질

4

반응물 2

HCID 14798Sodium Hydroxide2회HCID 581102445-Oxazol-4-yl-thiophene-3-carboxylic acid methyl ester

생성물 1

HCID 581102215-Oxazol-4-yl-thiophene-3-carboxylic acid수율 50%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

5-Oxazol-4-yl-thiophene-3-carboxylic acid methyl ester (0.338 g, 1.62 mmol) was dissolved in methanol (3 mL) and sodium hydroxide (1 N, 2.1 mL) was added. The mixture was stirred at room temperature for 2 hours then a further amount of sodium hydroxide (1 N, 1 mL) was added and stirring continued overnight. The mixture was concentrated and the residue treated with HCl (1 N, 3.5 mL). The resultant precipitate was collected by filtration to give the title compound as a tan/off-white solid (0.158 g). The filtrate was passed through an SCX-2 cartridge (20 g) and concentrated to give a further amount of the title compound as a tan solid (0.078 g). LCMS m/z 196.13 [M+H]+ R. T.=3.22 min (Analytical Method 9).

후처리

  1. stirringstirring continued overnight
  2. concentrationThe mixture was concentrated
  3. additionthe residue treated with HCl (1 N, 3.5 mL)
  4. filtrationThe resultant precipitate was collected by filtration

출처 및 근거

ORD 기록
ord-5695d8d6489a46febcb75ac93a2f606c
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08614209B2

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