Acetic Acid → Ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate

HRID 1290894

반응식

HRID 1290894 반응식
[CH:1]([NH:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=O)([CH3:3])[CH3:2].[C:13](OCC)(=[O:20])[CH2:14][C:15]([O:17][CH2:18][CH3:19])=[O:16].N1CCCCC1.C(O)(=O)C>C1(C)C=CC=CC=1>[CH:1]([N:4]1[C:5]2[C:6](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[C:14]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:13]1=[O:20])([CH3:3])[CH3:2]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 7761Diethyl MalonateHCID 8082PiperidineHCID 110410352-((Propan-2-yl)amino)benzaldehyde

생성물 1

HCID 15468682Ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate수율 163.7%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A solution of 20.0 g of 2-isopropylaminobenzaldehyde, 29.4 g of diethyl malonate, 10 ml of piperidine, 10 ml of acetic acid and 500 ml of toluene was heated to reflux for 13 hours. The reaction solution was washed with water and then with saturated sodium hydrogencarbonate aqueous solution, and dried over anhydrous magnesium sulfate. The solvent was distilled off to give 52 g of ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate as the crude product.

후처리

  1. temperatureto reflux for 13 hours
  2. washThe reaction solution was washed with water
  3. dry with materialwith saturated sodium hydrogencarbonate aqueous solution, and dried over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off

출처 및 근거

ORD 기록
ord-25437f40d43f43cbb58bd11a5bdc9e43
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753673

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