Methanol → 4-(Hydroxymethyl)pyridin-2(1H)-one

HRID 1475233노트

반응식

HRID 1475233 반응식
[O:1]=[C:2]1[CH:7]=[C:6]([C:8](OC)=[O:9])[CH:5]=[CH:4][NH:3]1.[H-].C([Al+]CC(C)C)C(C)C.CO.O>C1COCC1>[OH:9][CH2:8][C:6]1[CH:5]=[CH:4][NH:3][C:2](=[O:1])[CH:7]=1

참가 물질

6

반응물 4

HCID 887MethanolHCID 962WaterHCID 280755Methyl 2-oxo-1,2-dihydropyridine-4-carboxylateHCID 21225700Diisobutylaluminumhydride

생성물 1

HCID 110946104-(Hydroxymethyl)pyridin-2(1H)-one수율 61.2%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of methyl 2-oxo-1,2-dihydropyridine-4-carboxylate (300 mg, 1.96 mmol) in THF (20 mL) was added diisobutylaluminium hydride (1.0 M in THF, 20 mL, 20 mmol). The mixture was stirred at RT for 3 h, then MeOH (2 mL) and H2O (1 mL) were added. The mixture was stirred at RT for 20 minutes and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (DCM:MeOH=8:1) to afford 4-(hydroxymethyl)pyridin-2(1H)-one as a white solid (150 mg, 61.2%). MS (ES+) C6H7NO2 requires: 125. found: 126 [M+H]+.

후처리

  1. stirringThe mixture was stirred at RT for 20 minutes
  2. concentrationconcentrated under reduced pressure
  3. customThe crude product was purified by silica gel chromatography (DCM:MeOH=8:1)

출처 및 근거

ORD 기록
ord-b06f4a02a1114cfdb2ed6cb8ab94b19a
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018380B2

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