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

HRID 49935

反応式

HRID 49935 の反応式
[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

参加物

5

反応物 2

HCID 946706-Quinolinecarboxylic acid, ethyl esterHCID 4311764Sodium borohydride

生成物 1

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

試薬・触媒・溶媒 2

HCID 11791229Dichloronickel;hexahydrate触媒HCID 887Methanol溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-4e6a8430b1e340cdad7e86ff4ab13562
出典データセット
uspto-grants-2004_03
特許番号
US06710056B2

関連ノート

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