Diethyl Ether → 3-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid

HRID 467745

반응식

HRID 467745 반응식
C([O:3][C:4]([C:6]1[C:7]([C:11](=[O:16])[NH:12][CH:13]2[CH2:15][CH2:14]2)=[N:8][O:9][CH:10]=1)=[O:5])C.[Li+].[OH-].C(OCC)C>C1COCC1.C(O)C>[CH:13]1([NH:12][C:11]([C:7]2[C:6]([C:4]([OH:5])=[O:3])=[CH:10][O:9][N:8]=2)=[O:16])[CH2:14][CH2:15]1

참가 물질

6

반응물 3

HCID 3283Diethyl EtherHCID 3939Lithium HydroxideHCID 700979003-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl ester

생성물 1

HCID 700967853-(Cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid수율 88.3%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
20 °C

실험 절차

To a solution of 3-(cyclopropylcarbamoyl)-isoxazole-4-carboxylic acid ethyl ester (600 mg, 2.68 mmol) in THF (7 ml) and ethanol (3 ml) was added LiOH (1M; 5.35 ml, 5.35 mmol) at 0-5° C. The mixture was stirred at 20° C. for 1 h, poured into 50 ml diethyl ether and extracted. The organic phase was washed with water. The combined aqueous phases were acidified with 1M HCl (6 ml) and extracted with dichloromethane. The organic layers were dried and evaporated to yield the product as yellow oil (464 mg, 80%).

후처리

  1. extractionextracted
  2. washThe organic phase was washed with water
  3. extractionextracted with dichloromethane
  4. customThe organic layers were dried
  5. customevaporated

출처 및 근거

ORD 기록
ord-cb1f1ea9fee24a9fab4b5e788f07155c
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623866B2

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