18-Crown-6 → HCID 178474078、化合物

HRID 2245737ノート

反応式

HRID 2245737 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([NH:8][C:9](=[O:11])[CH3:10])=[N:6][CH:7]=1.Cl[C:13](C(O[Na])=O)([F:15])[F:14].C1OCCOCCOCCOCCOCCOC1>CC#N>[Br:1][C:2]1[CH:3]=[CH:4]/[C:5](=[N:8]\[C:9](=[O:11])[CH3:10])/[N:6]([CH:13]([F:15])[F:14])[CH:7]=1

参加物

5

反応物 3

HCID 2855718-Crown-6HCID 2930972-Acetamido-5-bromopyridineHCID 178526069HCID 178526069、化合物

生成物 1

HCID 178474078HCID 178474078、化合物

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

To a stirred solution of N-(5-Bromo-pyridin-2-yl)-acetamide (1 g, 4.6 mmol) in 30 ml CH3CN was added ClCF2COONa (848 mg, 5.58 mmol), followed by 18-Crown-6 (244 mg, 0.93 mmol). The reaction mixture was heated to reflux for 12 hrs. Then the reaction mixture was cooled down and the solvent was removed under reduced pressure. To this was added methylene dichloride and washed with water. Organic layer was dried over any sodium sulphate and concentrated under reduced pressure to furnish the crude N-[5-Bromo-1-difluoromethyl-1H-pyridin-(2E)-ylidene]-acetamide. This was carried to the next step without purification.

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 12 hrs
  3. temperatureThen the reaction mixture was cooled down
  4. customthe solvent was removed under reduced pressure
  5. additionTo this was added methylene dichloride
  6. washwashed with water
  7. dry with materialOrganic layer was dried over any sodium sulphate
  8. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-db464e62b55d442994def6ed91fc9bef
出典データセット
uspto-grants-2010_03
特許番号
US07683064B2

反応ノート

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