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

HRID 551781노트

반응식

HRID 551781 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-916d9988016143618961d3606d0d61f0
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07947834B2

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