Water → 4-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylate

HRID 1766015ノート

反応式

HRID 1766015 の反応式
[NH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1.N1C=CC=CC=1.Cl[C:18]([O:20][C:21]1[CH:26]=[CH:25][C:24]([N+:27]([O-:29])=[O:28])=[CH:23][CH:22]=1)=[O:19].O>C1COCC1>[N:1]1([C:18]([O:20][C:21]2[CH:22]=[CH:23][C:24]([N+:27]([O-:29])=[O:28])=[CH:25][CH:26]=2)=[O:19])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1

参加物

6

反応物 4

HCID 962WaterHCID 1049PyridineHCID 694601,2,3,4-TetrahydroquinolineHCID 821294-Nitrophenyl chloroformate

生成物 1

HCID 178488194-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylate収率 108.1%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

1,2,3,4-Tetrahydroquinoline (1 ml, 7.97 mmol) was dissolved in THF (20 ml), and pyridine (1.58 ml, 15.93 mmol) was added thereto and cooled on ice. p-Nitrophenyl chloroformate (1.61 g, 7.97 mmol) was added to the reaction solution and stirred at room temperature for 4 hours, then water and a saturated saline solution were added, and the reaction solution was extracted with ethyl acetate. The extract was dried over magnesium sulfate and concentrated under reduced pressure, whereby 2.57 g 4-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylate was obtained as pale yellow solution.

後処理

  1. temperaturecooled on ice
  2. extractionthe reaction solution was extracted with ethyl acetate
  3. dry with materialThe extract was dried over magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-e3851f739dee4ba0a10bb10ad5c0104f
出典データセット
uspto-grants-2007_06
特許番号
US07229986B2

反応ノート

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