Tetrahydrofuran → (6-Methylpyridin-3-yl)methanol

HRID 392467노트

반응식

HRID 392467 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].C[C:8]1[C:13]([C:14]([O:16]C)=O)=[CH:12][N:11]=[CH:10][CH:9]=1.O1CCC[CH2:19]1>O.[OH-].[Na+]>[CH3:19][C:10]1[N:11]=[CH:12][C:13]([CH2:14][OH:16])=[CH:8][CH:9]=1

참가 물질

6

반응물 3

HCID 8028Tetrahydrofuran2회HCID 10877301methyl 4-methylnicotinateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 11228788(6-Methylpyridin-3-yl)methanol

시약·촉매·용매 2

HCID 962Water용매HCID 14798Sodium Hydroxide용매

실험 절차

To a slurry of lithium aluminum hydride (500 mg, 13.2 mmol) in anhydrous tetrahydrofuran (45 mL) at 0° C. under nitrogen was added dropwise a solution of methyl 4-methylnicotinate (15, 1.0 g, 6.6 mmol) in anhydrous tetrahydrofuran (5 mL). After 1.5 h the suspension was diluted with water (1 mL) and 6 N NaOH solution (5 mL). The precipitate was removed by vacuum filtration and the filtrate was dried over Na2SO4, filtered, and the solvent was removed under reduced pressure to provide the title compound as a light yellow oil: 1H NMR (300 MHz) 8.34 (s, 1H), 7.60 (d, J=7.9 Hz, 1H), 7.12 (d, J=7.9 Hz, 1H), 4.65 (s, 2H), 4.18-4.10 (bs, 1H), 2.51 (s, 3H) ppm.

후처리

  1. customThe precipitate was removed by vacuum filtration
  2. dry with materialthe filtrate was dried over Na2SO4
  3. filtrationfiltered
  4. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-87ccb7c706924bf981a55c4ce907bef4
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06800651B2

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