Acetic Acid → methyl 1-formyl-7-(4-morpholinophenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

HRID 586838ノート

反応式

HRID 586838 の反応式
[C:1](O)(=[O:3])C.C(O)=O.[O:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]3[CH:21]=[CH:22][C:23]4[NH:29][CH2:28][CH2:27][C:26]([C:30]([O:32][CH3:33])=[O:31])=[CH:25][C:24]=4[CH:34]=3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1>C1COCC1>[CH:1]([N:29]1[C:23]2[CH:22]=[CH:21][C:20]([C:17]3[CH:18]=[CH:19][C:14]([N:11]4[CH2:10][CH2:9][O:8][CH2:13][CH2:12]4)=[CH:15][CH:16]=3)=[CH:34][C:24]=2[CH:25]=[C:26]([C:30]([O:32][CH3:33])=[O:31])[CH2:27][CH2:28]1)=[O:3]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 284Formic AcidHCID 22329018methyl 7-(4-morpholinophenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

生成物 1

HCID 22328968methyl 1-formyl-7-(4-morpholinophenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

反応条件

温度
50 °C

実験手順

To anhydrous acetic acid (0.2 ml) was added dropwise formic acid (0.1 ml), under ice-cooling, and the mixture was heated to stir under nitrogen atmosphere at 50° C. for 2 hours. To the mixture was added THF (5 ml), and then to the mixture was added dropwise, under ice-cooling, a solution of methyl 7-(4-morpholinophenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.3 g) in THF (15 ml). The mixture was stirred at room temperature for 1.5 hours. The solvent was evaporated, and to the residue was added water. The mixture was extracted with ethyl acetate. The organic layer was washed with sodium hydrogen carbonate solution, water and saturated brine, and dried with anhydrous magnesium sulfate, and the solvent was evaporated to give methyl 1-formyl-7-(4-morpholinophenyl)-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.3 g) as pale yellow crystals.

後処理

  1. temperatureunder ice-cooling
  2. temperaturethe mixture was heated
  3. additionto the mixture was added dropwise, under ice-
  4. temperaturecooling
  5. stirringThe mixture was stirred at room temperature for 1.5 hours
  6. customThe solvent was evaporated
  7. additionto the residue was added water
  8. extractionThe mixture was extracted with ethyl acetate
  9. washThe organic layer was washed with sodium hydrogen carbonate solution, water and saturated brine
  10. dry with materialdried with anhydrous magnesium sulfate
  11. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-e435e20c3f2341939b9a56b8f879ee2a
出典データセット
uspto-grants-2005_08
特許番号
US06936602B1

反応ノート

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