Isopropyl iodide → HCID 59442121, 화합물

HRID 1014182노트

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HRID 1014182 반응식
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][C:9]1[CH:10]=[C:11]([C:18]2[CH2:23][NH:22][CH2:21][CH2:20][CH:19]=2)[CH:12]=[CH:13][C:14]=1[N+:15]([O-:17])=[O:16].I[CH:25]([CH3:27])[CH3:26]>C(#N)C>[CH3:26][CH:25]([N:22]1[CH2:23][C:18]([C:11]2[CH:12]=[CH:13][C:14]([N+:15]([O-:17])=[O:16])=[C:9]([O:8][CH3:7])[CH:10]=2)=[CH:19][CH2:20][CH2:21]1)[CH3:27]

참가 물질

5

반응물 3

HCID 6362Isopropyl iodideHCID 11430Potassium CarbonateHCID 59441667HCID 59441667, 화합물

생성물 1

HCID 59442121HCID 59442121, 화합물수율 80%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

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온도
85 °C

실험 절차

To a pressure vessel containing acetonitrile (40 mL) and potassium carbonate (4.0 g, 29.2 mmol) was added 5-[3-(methyloxy)-4-nitrophenyl]-1,2,3,6-tetrahydropyridine (1.7 g, 7.3 mmol) and 2-iodopropane (1.85 g, 10.9 mmol). The reaction was stirred at 85° C. overnight. After removal of the solvent under reduced pressure the residue was diluted with ethyl acetate (30 mL) and washed with water (40 mL). After partitioning and extraction of the aqueous layer (Ethyl acetate 2×15 mL), the organic layer was dried over sodium sulfate, filtered, concentrated and purified via chromatography on SiO2 to afford 1-(1-methylethyl)-5-[3-(methyloxy)-4-nitrophenyl]-1,2,3,6-tetrahydropyridine (1.6 g, 80% yield.) ESIMS (M+H)+=277.1.

후처리

  1. customAfter removal of the solvent under reduced pressure the residue
  2. additionwas diluted with ethyl acetate (30 mL)
  3. washwashed with water (40 mL)
  4. customAfter partitioning
  5. extractionextraction of the aqueous layer (Ethyl acetate 2×15 mL)
  6. dry with materialthe organic layer was dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated
  9. custompurified via chromatography on SiO2

출처 및 근거

ORD 기록
ord-491667614fe141419a426ae075855ea9
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07981903B2

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