Methyl 2-methylnicotinate → (2-Methylpyridin-3-yl)methanol

HRID 392466

반응식

HRID 392466 반응식
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1[N:17]=[CH:16][CH:15]=[CH:14][C:9]=1[C:10](OC)=[O:11]>O1CCCC1.O.[OH-].[Na+]>[CH3:7][C:8]1[C:9]([CH2:10][OH:11])=[CH:14][CH:15]=[CH:16][N:17]=1

참가 물질

6

반응물 2

HCID 7015327Methyl 2-methylnicotinateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 302564(2-Methylpyridin-3-yl)methanol

시약·촉매·용매 3

HCID 962Water용매HCID 8028Tetrahydrofuran용매2회HCID 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 2-methylnicotinate (17, 1.0 g, 6.6 mmol) in anhydrous tetrahydrofuran (5 mL). After 1 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) 8.37 (d, J=4.9 Hz, 1H), 7.72 (d, J=7.6 Hz, 1H), 7.14 (dd, J=7.6 Hz, 4.9 Hz, 1H), 4.72 (s, 2H), 2.95-2.74 (bs, 1H), 2.53 (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-7dde4db91cc844f691554aad9e6c8b40
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06800651B2

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