1-Butyne → 2-(1-Butynyl)-4-methoxypyridine

HRID 9186

반응식

HRID 9186 반응식
Br[C:2]1[C:7]([O:8][CH3:9])=CC=CN=1.[CH:10]#[C:11][CH2:12]C.[CH2:14]([NH:16][CH2:17][CH3:18])[CH3:15]>Cl[Pd](Cl)([P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[P](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.[Cu](I)I>[C:15]([C:14]1[CH:2]=[C:7]([O:8][CH3:9])[CH:18]=[CH:17][N:16]=1)#[C:10][CH2:11][CH3:12]

참가 물질

6

반응물 3

HCID 78461-ButyneHCID 8021DiethylamineHCID 903642-Bromo-3-methoxypyridine

생성물 1

HCID 219846612-(1-Butynyl)-4-methoxypyridine

시약·촉매·용매 2

HCID 83717Copper iodide촉매HCID 178418476HCID 178418476, 화합물촉매

실험 절차

After adding dichlorobis(triphenylphosphine)palladium (II) (671 mg) and copper iodide (91 mg) to a solution of 2-bromo-3-methoxypyridine (18.0 g) in diethylamine (250 mL), 1-butyne (15.5 g) was bubbled through at room temperature, and the mixture was stirred for 20 hours. Upon completion of the reaction, the solvent was distilled off under reduced pressure. Water was added to the obtained residue, extraction was performed with ethyl acetate, the extract was washed with brine and dried over magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was subjected to silica gel column chromatography (500 g), and 2-(1-butynyl)-4-methoxypyridine (10.0 g) was obtained from the n-hexane:ethyl acetate (2:1) fraction as a brown oil.

후처리

  1. customwas bubbled through at room temperature
  2. customUpon completion of the reaction
  3. distillationthe solvent was distilled off under reduced pressure
  4. additionWater was added to the obtained residue, extraction
  5. washthe extract was washed with brine
  6. dry with materialdried over magnesium sulfate
  7. distillationthe solvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-c955a68fd91c4d9193e9298121138839
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07091215B2

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