3-(7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-on-3-yl)-propionaldehyde diethylacetal → 3-(7,8-dimethoxy-2-oxo-1,2-dihydro-3H-benzo[d]azepin-3-yl)propanal

HRID 648970

反応式

HRID 648970 の反応式
C([O:3][CH:4](OCC)[CH2:5][CH2:6][N:7]1[C:13](=[O:14])[CH2:12][C:11]2[CH:15]=[C:16]([O:21][CH3:22])[C:17]([O:19][CH3:20])=[CH:18][C:10]=2[CH:9]=[CH:8]1)C>S(=O)(=O)(O)O.C(O)C>[CH3:20][O:19][C:17]1[C:16]([O:21][CH3:22])=[CH:15][C:11]2[CH2:12][C:13](=[O:14])[N:7]([CH2:6][CH2:5][CH:4]=[O:3])[CH:8]=[CH:9][C:10]=2[CH:18]=1

参加物

4

反応物 1

HCID 135796433-(7,8-Dimethoxy-1,3-dihydro-2H-3-benzazepin-2-on-3-yl)-propionaldehyde diethylacetal

生成物 1

HCID 135796613-(7,8-dimethoxy-2-oxo-1,2-dihydro-3H-benzo[d]azepin-3-yl)propanal

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 1118Sulfuric Acid溶媒

反応条件

温度
40 °C

実験手順

Here, 3-(7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-on-3-yl)-propionaldehyde diethylacetal (3.5 g, 0.01 mol) is heated to 40° C. for 2 hours in 2N sulphuric acid (50 ml) and ethanol (50 ml). The alcohol is distilled off in vacuo, the residue is made alkaline with saturated potassium carbonate solution while cooling and extracted several times with ethyl acetate. The ethyl acetate extract is extracted twice with 5% sodium hydrogen sulfate solution. The bisulphate extract is acidified with concentrated hydrochloric acid and heated to 40° C. in vacuo for half an hour to eliminate the sulphur dioxide. Then saturated potassium carbonate solution is added, the mixture is extracted several times with methylene chloride, dried over magnesium sulphate and concentrated by evaporation.

後処理

  1. distillationThe alcohol is distilled off in vacuo
  2. temperaturewhile cooling
  3. extractionextracted several times with ethyl acetate
  4. extractionThe ethyl acetate extract
  5. extractionis extracted twice with 5% sodium hydrogen sulfate solution
  6. extractionThe bisulphate extract
  7. additionThen saturated potassium carbonate solution is added
  8. extractionthe mixture is extracted several times with methylene chloride
  9. dry with materialdried over magnesium sulphate
  10. concentrationconcentrated by evaporation

出典と根拠

ORDレコード
ord-36540b6089e04859b72fe8cb68eb3645
出典データセット
uspto-grants-1988_04
特許番号
US04737495

関連ノート

読み込み中…