6-Quinolinecarboxylic acid, ethyl ester → Ethyl 1,2,3,4-tetrahydroquinoline-6-carboxylate

HRID 49935

반응식

HRID 49935 반응식
[BH4-].[Na+].[N:3]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:10][CH:11]=2)[CH:6]=[CH:5][CH:4]=1>O.O.O.O.O.O.[Ni](Cl)Cl.CO>[NH:3]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:10][CH:11]=2)[CH2:6][CH2:5][CH2:4]1

참가 물질

5

반응물 2

HCID 946706-Quinolinecarboxylic acid, ethyl esterHCID 4311764Sodium borohydride

생성물 1

HCID 13951736Ethyl 1,2,3,4-tetrahydroquinoline-6-carboxylate

시약·촉매·용매 2

HCID 11791229Dichloronickel;hexahydrate촉매HCID 887Methanol용매

실험 절차

257 mg (1.1 mmol) of nickel chloride hexahydrate and then 770 mg (20.3 mmol) of sodium borohydride were added to a mixture of 1.00 g (5.0 mmol) of ethyl quinoline-6-carboxylate and 15 ml of methanol under cooling with ice, and they were stirred at room temperature for 20 minutes. Methanol was evaporated, and the residue was purified by the silica gel column chromatography (hexane/ethyl acetate) to obtain the title compound.

후처리

  1. temperatureunder cooling with ice, and they
  2. customMethanol was evaporated
  3. customthe residue was purified by the silica gel column chromatography (hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-4e6a8430b1e340cdad7e86ff4ab13562
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06710056B2

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