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 522478ノート

反応式

HRID 522478 の反応式
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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 313Hydrochloric Acid溶媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-be4e3687e7344c829c29309dac98d638
出典データセット
uspto-grants-2016_05
特許番号
US09333205B2

反応ノート

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