Water → 8-(2-Ethyl-6-methylbenzyloxy)-3-hydroxymethyl-2-methylimidazo[1,2-a]pyridine

HRID 1386079노트

반응식

HRID 1386079 반응식
[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]([C:12]1[N:16]2[CH:17]=[CH:18][CH:19]=[C:20]([O:21][CH2:22][C:23]3[C:28]([CH3:29])=[CH:27][CH:26]=[CH:25][C:24]=3[CH2:30][CH3:31])[C:15]2=[N:14][C:13]=1[CH3:32])(OCC)=[O:8].O.[OH-].[Na+]>O1CCCC1>[CH2:30]([C:24]1[CH:25]=[CH:26][CH:27]=[C:28]([CH3:29])[C:23]=1[CH2:22][O:21][C:20]1[C:15]2[N:16]([C:12]([CH2:7][OH:8])=[C:13]([CH3:32])[N:14]=2)[CH:17]=[CH:18][CH:19]=1)[CH3:31]

참가 물질

6

반응물 4

HCID 962Water2회HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 217173563-Carboethoxy-8-(2-ethyl-6-methylbenzyloxy)-2-methylimidazo[1,2-a]pyridine

생성물 1

HCID 217173318-(2-Ethyl-6-methylbenzyloxy)-3-hydroxymethyl-2-methylimidazo[1,2-a]pyridine수율 60%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To a mixture of LiAlH4 (0.08 g, 2.1 mmol) in tetrahydrofuran (25 ml) was added 3-carboethoxy-8-(2-ethyl-6-methylbenzyloxy)-2-methylimidazo[1,2-a]pyridine (1.0 g, 2.8 mmol) in tetrahydrofuran (25 ml). After stirring the mixture at room temperature for 2 h., 0.2 ml of water was added dropwise, followed by 0.2 ml of 15% sodium hydroxide and then 0.6 ml of water. The solids were removed by filtration and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel using methylene chloride:methanol (9:1) as eluent. Crystallization from diethyl ether gave 0.52 g (60%) of the title compound.

후처리

  1. customThe solids were removed by filtration
  2. customthe solvent was removed under reduced pressure
  3. customThe residue was purified by column chromatography on silica gel
  4. customCrystallization from diethyl ether

출처 및 근거

ORD 기록
ord-58fd5db54c6d4484986cbad8df23fc98
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265415B1

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