Diethyl Malonate → Ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate

HRID 1290893

반응식

HRID 1290893 반응식
Cl.[CH:2]([NH:5][C:6]1[CH:13]=[CH:12][CH:11]=[CH:10][C:7]=1[CH:8]=O)([CH3:4])[CH3:3].[C:14](OCC)(=[O:21])[CH2:15][C:16]([O:18][CH2:19][CH3:20])=[O:17].N1CCCCC1.C(=O)([O-])[O-].[K+].[K+]>C1(C)C=CC=CC=1.C(O)(=O)C>[CH:2]([N:5]1[C:6]2[C:7](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[C:15]([C:16]([O:18][CH2:19][CH3:20])=[O:17])[C:14]1=[O:21])([CH3:4])[CH3:3]

참가 물질

7

반응물 4

HCID 7761Diethyl MalonateHCID 8082PiperidineHCID 11430Potassium CarbonateHCID 189196242-Isopropylaminobenzaldehyde hydrochloride

생성물 1

HCID 15468682Ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate수율 147.4%

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 1140Toluene용매

실험 절차

A solution of 133.7 g of 2-isopropylaminobenzaldehyde hydrochloride, 200 g of diethyl malonate, 70 ml of piperidine, 70 ml of acetic acid, 50 g of potassium carbonate and 1.5 liter of toluene was heated to reflux for 10 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 256 g of ethyl 1-isopropyl-2-oxo-1,2-dihydro-3-quinolinecarboxylate as the crude product.

후처리

  1. temperatureto reflux for 10 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-0b38fcc32af04d938445b2572f71a4d6
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05753673

연결된 노트

불러오는 중…