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

반응식

HRID 648970 반응식
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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 702Ethanol용매HCID 1118Sulfuric Acid용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-36540b6089e04859b72fe8cb68eb3645
출처 데이터셋
uspto-grants-1988_04
특허 번호
US04737495

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