1-Butyl-3-methylimidazolium tetrafluoroborate → HCID 67974760、化合物

HRID 468946

反応式

HRID 468946 の反応式
[Br:1][C:2]1[C:3]([CH3:10])=[C:4](N)[CH:5]=[N:6][C:7]=1[CH3:8].[B-](F)(F)(F)[F:12].N#[O+].F[B-](F)(F)F.C([N+]1C=CN(C)C=1)CCC>C(OCC)(=O)C>[Br:1][C:2]1[C:7]([CH3:8])=[N:6][CH:5]=[C:4]([F:12])[C:3]=1[CH3:10]

参加物

5

反応物 3

HCID 27341781-Butyl-3-methylimidazolium tetrafluoroborateHCID 70606665-Bromo-4,6-dimethylpyridin-3-amineHCID 11137142Nitrilooxonium tetrafluoroborate

生成物 1

HCID 67974760HCID 67974760、化合物収率 43.3%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

反応条件

温度
60 °C

実験手順

A mixture of 5-bromo-4,6-dimethyl-pyridin-3-amine (500 mg, 2.49 mmol) and nitrosyl tetrafluoroborate (445 mg, 3.73 mmol) in 1-butyl-3-methylimidazolium tetrafluoroborate (9.48 mL, 49.74 mmol) was heated at 60° C. for 2 hours (caution: exothermic). The reaction mixture was diluted with ethyl acetate (50 mL) and washed with water (2×20 mL), and then saturated aqueous sodium bicarbonate (20 mL). The organic layer was separated, dried over sodium sulfate, filtered and concentrated in vacuo to provide a residue that was purified by flash chromatography (4 g, Silica, 0-50% ethyl acetate in heptane). Desired fractions were combined and evaporated in vacuo to afford the title compound as pale yellow oil (220 mg, 43%), which was used in the next step without further purification.

後処理

  1. washwashed with water (2×20 mL)
  2. customThe organic layer was separated
  3. dry with materialdried over sodium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo
  6. customto provide a residue that
  7. customwas purified by flash chromatography (4 g, Silica, 0-50% ethyl acetate in heptane)
  8. customevaporated in vacuo

出典と根拠

ORDレコード
ord-d7e7beff4554403fb9cb1716d08c3e50
出典データセット
uspto-grants-2014_01
特許番号
US08623889B2

関連ノート

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