Methyl 3-(2,4-dinitrophenyl)-2-methylpropanoate → 7-amino-3-methyl-3,4-dihydroquinolin-2(1H)-one

HRID 1038852노트

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HRID 1038852 반응식
[N+:1]([C:4]1[CH:9]=[C:8]([N+:10]([O-])=O)[CH:7]=[CH:6][C:5]=1[CH2:13][CH:14]([CH3:19])[C:15](OC)=[O:16])([O-])=O>[Pd].CC(O)(C)C>[NH2:10][C:8]1[CH:9]=[C:4]2[C:5]([CH2:13][CH:14]([CH3:19])[C:15](=[O:16])[NH:1]2)=[CH:6][CH:7]=1

참가 물질

4

반응물 1

HCID 86665113Methyl 3-(2,4-dinitrophenyl)-2-methylpropanoate

생성물 1

HCID 157190337-amino-3-methyl-3,4-dihydroquinolin-2(1H)-one수율 96.9%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6386tert-Butanol용매

반응 조건

온도
50 °C

실험 절차

A flask was charged with methyl 3-(2,4-dinitrophenyl)-2-methylpropanoate (1.1 g, 4.1 mmol), 10 wt % Pd on carbon (0.25 g, 2.3 mmol), and t-BuOH (15 mL). The mixture was degassed with H2 three times and was stirred for about 72 h at about 50° C. The mixture was filtered and the filtrate was concentrated under reduced pressure to give 7-amino-3-methyl-3,4-dihydroquinolin-2(1H)-one (0.70 g, 92%): LC/MS (Table 2, Method g) Rt=1.04 min; MS m/z: 177 (M+H)+.

후처리

  1. customThe mixture was degassed with H2 three times
  2. filtrationThe mixture was filtered
  3. concentrationthe filtrate was concentrated under reduced pressure

출처 및 근거

ORD 기록
ord-a383f3d27f1044d7b9dec2f73b90cd29
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08551981B2

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