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

HRID 419521노트

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HRID 419521 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 180Acetone용매HCID 6416Pinacolone용매

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온도
102 °C

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-0bba2445645f4b5796e7665ba3fbb82c
출처 데이터셋
uspto-grants-2012_01
특허 번호
US08093239B2

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