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

HRID 2192997ノート

反応式

HRID 2192997 の反応式
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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 2631-Butanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c6dd2203070646789140481cdaf85526
出典データセット
uspto-grants-2012_12
特許番号
US08329722B2

反応ノート

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