1-Iodopropane → 4-[2-Methyl-5-(methyloxy)-4-nitrophenyl]-1-propylpyridinium iodide

HRID 419521ノート

反応式

HRID 419521 の反応式
[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][N:16]=[CH:15][CH:14]=1.[I:19][CH2:20][CH2:21][CH3:22]>CC(=O)C(C)(C)C.CC(C)=O>[I-:19].[CH3:1][C:2]1[CH:7]=[C:6]([N+:8]([O-:10])=[O:9])[C:5]([O:11][CH3:12])=[CH:4][C:3]=1[C:13]1[CH:18]=[CH:17][N+:16]([CH2:20][CH2:21][CH3:22])=[CH:15][CH:14]=1

参加物

5

反応物 2

HCID 336431-IodopropaneHCID 594526494-[2-Methyl-5-(methyloxy)-4-nitrophenyl]pyridine

生成物 1

HCID 666497594-[2-Methyl-5-(methyloxy)-4-nitrophenyl]-1-propylpyridinium iodide収率 535.3%

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 6416Pinacolone溶媒

反応条件

温度
102 °C

実験手順

To 4-[2-methyl-5-(methyloxy)-4-nitrophenyl]pyridine (750 mg, 3.07 mmol) in 15 mL of pinacolone was added, 1-iodopropane (2.1 g, 2.66 mmol). The mixture was heated to 102° C. for 24 h. The mixture was cooled and diluted with acetone. The resulting slurry was filtered and washed with acetone. The product was dried under vacuum to give the title compound of step B (1.1 g, 14.24 mmol, 86%). 1H NMR (400 MHz, DMSO-d6) δ ppm 9.19 (d, J=6.78 Hz, 2H), 8.30 (d, J=6.59 Hz, 2H), 7.94 (s, 1H), 7.37 (s, 1H), 4.61 (t, J=7.23 Hz, 2H), 3.93 (s, 3H), 2.26 (s, 3H), 1.92-2.02 (m, 2H), 0.92 (t, J=7.42 Hz, 3H).

後処理

  1. temperatureThe mixture was cooled
  2. filtrationThe resulting slurry was filtered
  3. washwashed with acetone
  4. customThe product was dried under vacuum

出典と根拠

ORDレコード
ord-0bba2445645f4b5796e7665ba3fbb82c
出典データセット
uspto-grants-2012_01
特許番号
US08093239B2

反応ノート

読み込み中…