Water → HCID 21186662, 화합물

HRID 1384276노트

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HRID 1384276 반응식
[OH:1][CH:2]1[C:8]2=[N:9][C:10]([CH3:18])=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:12]=[C:7]2[CH2:6][CH2:5][CH2:4][CH2:3]1.[H-].[Na+].[CH3:21]I.O>C1COCC1>[CH3:21][O:1][CH:2]1[C:8]2=[N:9][C:10]([CH3:18])=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:12]=[C:7]2[CH2:6][CH2:5][CH2:4][CH2:3]1

참가 물질

6

반응물 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 21186673HCID 21186673, 화합물

생성물 1

HCID 21186662HCID 21186662, 화합물수율 58.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

In an atmosphere of argon, ethyl 9-hydroxy-2-methyl-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridine-3-carboxylate (1.04 g, 4.16 mmol) was dissolved in anhydrous THF (8.0 ml), and the solution was mixed with sodium hydride (182.3 mg, 4.56 mmol) at 0° C. This was stirred at the same temperature for 1 hour, mixed with methyl iodide (0.33 ml, 4.76 mmol) by its dropwise addition and then stirred at room temperature for 1.5 hours. The reaction solution was mixed with water and extracted with ethyl acetate, and the thus obtained organic layer was washed with water and saturated brine in that order and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure and the resulting residue was purified by a silica gel column chromatography (ether:hexane=1:1) to obtain the title compound (639.8 mg, 58.4%) as yellow oil.

후처리

  1. stirringstirred at room temperature for 1.5 hours
  2. extractionextracted with ethyl acetate
  3. washthe thus obtained organic layer was washed with water and saturated brine in that order
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was evaporated under reduced pressure
  6. customthe resulting residue was purified by a silica gel column chromatography (ether:hexane=1:1)

출처 및 근거

ORD 기록
ord-f33a0c907b654606a9e6fc8784159d29
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06258829B1

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