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

HRID 1290893

反応式

HRID 1290893 の反応式
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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 1140Toluene溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0b38fcc32af04d938445b2572f71a4d6
出典データセット
uspto-grants-1998_05
特許番号
US05753673

関連ノート

読み込み中…