Ethyl 7-ethoxy-7a-hydroxy-3a,4,5,7a-tetrahydro-1,2-benzisoxazole-3-carboxylate → Ethyl 7-oxo-4,5,6,7-tetrahydrobenzo[d]isoxazole-3-carboxylate

HRID 522478노트

반응식

HRID 522478 반응식
C([O:3][C:4]1[C:12]2(O)[CH:8]([C:9]([C:14]([O:16][CH2:17][CH3:18])=[O:15])=[N:10][O:11]2)[CH2:7][CH2:6][CH:5]=1)C>CCO.Cl>[O:3]=[C:4]1[C:12]2[O:11][N:10]=[C:9]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[C:8]=2[CH2:7][CH2:6][CH2:5]1

참가 물질

4

반응물 1

HCID 66714068Ethyl 7-ethoxy-7a-hydroxy-3a,4,5,7a-tetrahydro-1,2-benzisoxazole-3-carboxylate

생성물 1

HCID 66713797Ethyl 7-oxo-4,5,6,7-tetrahydrobenzo[d]isoxazole-3-carboxylate수율 50%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 702Ethanol용매

실험 절차

To a solution of ethyl 7-ethoxy-7a-hydroxy-3a,4,5,7a-tetrahydro-1,2-benzisoxazole-3-carboxylate 3.18 g (12.48 mmol) in 30 mL of EtOH, 3 mL of HCl 36% was added. The mixture was stirred at reflux for 48 hours. After cooling the solvent was removed under reduced pressure and the crude solid was purified by flash chromatography on silica gel (eluant: AcOEt/Hexane 3/7) to afford 1.3 g (50% yield) of the title compound as a white solid.

후처리

  1. temperatureat reflux for 48 hours
  2. temperatureAfter cooling the solvent
  3. customwas removed under reduced pressure
  4. customthe crude solid was purified by flash chromatography on silica gel (eluant: AcOEt/Hexane 3/7)

출처 및 근거

ORD 기록
ord-be4e3687e7344c829c29309dac98d638
출처 데이터셋
uspto-grants-2016_05
특허 번호
US09333205B2

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