Formaldehyde → 3-{2-(1-Pyrrolidinylmethyl)-butyryl}-1,2-benzisoxazole

HRID 1440341

反応式

HRID 1440341 の反応式
[C:1]([C:6]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[O:8][N:7]=1)(=[O:5])[CH2:2][CH2:3][CH3:4].C=O.[NH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1.[C:22](=O)([O-])O.[Na+]>C(OCC)(=O)C.C(O)C>[N:17]1([CH2:22][CH:2]([CH2:3][CH3:4])[C:1]([C:6]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[O:8][N:7]=2)=[O:5])[CH2:21][CH2:20][CH2:19][CH2:18]1

参加物

7

反応物 4

HCID 712FormaldehydeHCID 31268PyrrolidineHCID 516892Sodium BicarbonateHCID 199769213-Butyryl-1,2-benzisoxazole

生成物 1

HCID 199769433-{2-(1-Pyrrolidinylmethyl)-butyryl}-1,2-benzisoxazole

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 8857Ethyl Acetate溶媒

実験手順

Added to 10 ml of ethanol were 1.55 g (8.2 mmol) of 3-butyryl-l,2-benzisoxazole prepared above in the procedure (1), 0.52 ml (9.9 mmol) of a 37% aqueous solution of formaldehyde and 0.82 ml (9.8 mmol) of pyrrolidine. The resultant mixture was heated under reflux for 3 hours. After cooling, the solvent was distilled off. The residue thus obtained was added to 50 ml of ethyl acetate, followed by extraction with 50 ml of dilute hydrochloric acid. A water layer thus obtained was alkalinized with an aqueous solution of sodium hydrogencarbonate, followed by extraction with 50 ml of ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and the solvent was then distilled off, whereby 3-{2(1-pyrrolidinylmethyl)butyryl}-1,2-benzisoxazole was obtained as oil.

後処理

  1. temperatureunder reflux for 3 hours
  2. temperatureAfter cooling
  3. distillationthe solvent was distilled off
  4. customThe residue thus obtained
  5. extractionfollowed by extraction with 50 ml of dilute hydrochloric acid
  6. customA water layer thus obtained
  7. extractionfollowed by extraction with 50 ml of ethyl acetate
  8. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
  9. distillationthe solvent was then distilled off

出典と根拠

ORDレコード
ord-175eaccd88414ee59468c260c60c0312
出典データセット
uspto-grants-1996_03
特許番号
US05498619

関連ノート

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