Ethyl Acetate → 5,10-Dihydro-5-{[(1-methyl-4-piperidinyl)oxy]carbonyl}-11H-dibenzo[b,e][1,4]diazepin-11-one

HRID 325883노트

반응식

HRID 325883 반응식
Cl[C:2]([N:4]1[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=2[C:8](=[O:15])[NH:7][C:6]2[CH:16]=[CH:17][CH:18]=[CH:19][C:5]1=2)=[O:3].[CH3:20][N:21]1[CH2:26][CH2:25][CH:24]([OH:27])[CH2:23][CH2:22]1.C(OCC)(=O)C>ClC1C=CC=CC=1>[CH3:20][N:21]1[CH2:26][CH2:25][CH:24]([O:27][C:2]([N:4]2[C:10]3[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=3[C:8](=[O:15])[NH:7][C:6]3[CH:16]=[CH:17][CH:18]=[CH:19][C:5]2=3)=[O:3])[CH2:23][CH2:22]1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 660484-Piperidinol, 1-methyl-HCID 132767455-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one

생성물 1

HCID 132767485,10-Dihydro-5-{[(1-methyl-4-piperidinyl)oxy]carbonyl}-11H-dibenzo[b,e][1,4]diazepin-11-one

시약·촉매·용매 1

HCID 7964Chlorobenzene용매

실험 절차

A quantity of 4.1 gm (0.015 mol) of 5-chlorocarbonyl-5,10-dihydro-11H-dibenzo[b,e][1,4]diazepin-11-one was refluxed with 3.45 gm (0.03 mol) of 1-methyl-4-piperidinol in 50 ml of chlorobenzene for two hours. After cooling, the reaction solution was diluted by the addition of 200 ml of ethyl acetate and then extracted exhaustively with 15% hydrochloric acid. The combined extracts were neutralized with potassium carbonate and extracted several times with chloroform, and the combined chloroform extracts were evaporated to dryness in vacuo. By recrystallization from ethyl acetate, colorless crystals were obtained, m.p.: 203°-204° C. Yield: 1.2 gm (23% of theory).

후처리

  1. temperatureAfter cooling
  2. extractionextracted exhaustively with 15% hydrochloric acid
  3. extractionextracted several times with chloroform
  4. customthe combined chloroform extracts were evaporated to dryness in vacuo
  5. customBy recrystallization from ethyl acetate
  6. customcolorless crystals were obtained

출처 및 근거

ORD 기록
ord-4c46a65b05b74d629f7671bba4c04a33
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04443452

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