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

HRID 551781ノート

反応式

HRID 551781 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.C(N(CC)CC)C.Cl[C:19]([O:21][C:22]1[CH:27]=[CH:26][C:25]([N+:28]([O-:30])=[O:29])=[CH:24][CH:23]=1)=[O:20]>O1CCCC1>[N:1]1([C:19]([O:21][C:22]2[CH:23]=[CH:24][C:25]([N+:28]([O-:30])=[O:29])=[CH:26][CH:27]=2)=[O:20])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH2:4][CH2:3][CH2:2]1

参加物

5

反応物 3

HCID 8471TriethylamineHCID 694601,2,3,4-TetrahydroquinolineHCID 821294-Nitrophenyl chloroformate

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

10 g of 1,2,3,4-tetrahydroquinoline, 10.46 ml of triethylamine, 270 ml of tetrahydrofuran and then 15.13 g of para-nitrophenyl chloroformate are introduced into a 1 l round-bottomed flask. The reaction medium is stirred at ambient temperature for two hours and then filtered. The solvent is evaporated under reduced pressure and the residue is taken up in dichloromethane and washed with a 2N aqueous hydrochloric acid solution and then twice with water. The organic phase is dried over magnesium sulfate and the solvent is evaporated under reduced pressure to result in 21.5 g of 4-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylate.

後処理

  1. filtrationfiltered
  2. customThe solvent is evaporated under reduced pressure
  3. washwashed with a 2N aqueous hydrochloric acid solution
  4. dry with materialThe organic phase is dried over magnesium sulfate
  5. customthe solvent is evaporated under reduced pressure
  6. customto result in 21.5 g of 4-nitrophenyl 3,4-dihydroquinoline-1(2H)-carboxylate

出典と根拠

ORDレコード
ord-916d9988016143618961d3606d0d61f0
出典データセット
uspto-grants-2011_05
特許番号
US07947834B2

反応ノート

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