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

HRID 9186

反応式

HRID 9186 の反応式
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]

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 83717Copper iodide触媒HCID 178418476HCID 178418476、化合物触媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c955a68fd91c4d9193e9298121138839
出典データセット
uspto-grants-2006_08
特許番号
US07091215B2

関連ノート

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