Sodium Hydroxide → 2-Butoxy-6-methylpyridin-4-amine

HRID 2192997노트

반응식

HRID 2192997 반응식
Cl[C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[C:4]([CH3:9])[N:3]=1.[OH-:10].[Na+]>C(O)CCC.O>[CH2:9]([O:10][C:2]1[CH:7]=[C:6]([NH2:8])[CH:5]=[C:4]([CH3:9])[N:3]=1)[CH2:4][CH2:5][CH3:6]

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 126437072-Chloro-6-methylpyridin-4-amine

생성물 1

HCID 593754742-Butoxy-6-methylpyridin-4-amine

시약·촉매·용매 2

HCID 2631-Butanol용매HCID 962Water용매

실험 절차

2-chloro-6-methylpyridin-4-amine (36 g, 0.25 mol) and sodium hydroxide (24 g, 1 mol) were dissolved in 1-butanol (400 mL). The solution was heated at reflux for 10 h, and then cooled to rt. The reaction mixture was diluted with water (300 mL) and then extracted with ethyl acetate (3×500 mL). The combined organic layers were washed with brine (500 mL), dried over sodium sulfate, and concentrated to afford 2-butoxy-6-methylpyridin-4-amine. 1H NMR (400 MHz, CDCl3) δ 6.05 (d, J=0.6 Hz, 1H), 5.75 (d, J=0.6 Hz, 1H), 4.18 (t, J=6.4 Hz, 1H), 2.30 (s, 3H), 1.71 (m, 2H), 1.48 (m, 2H), 0.98 (t, J=7.6 Hz, 3H). LRMS calc'd for (C10H16N2O) [M+H]+, 181; found 181.

후처리

  1. temperatureThe solution was heated
  2. temperatureat reflux for 10 h
  3. extractionextracted with ethyl acetate (3×500 mL)
  4. washThe combined organic layers were washed with brine (500 mL)
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-c6dd2203070646789140481cdaf85526
출처 데이터셋
uspto-grants-2012_12
특허 번호
US08329722B2

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