Cesium carbonate → 2-broMo-3-(difluoroMethoxy)pyridine

HRID 512073ノート

反応式

HRID 512073 の反応式
[Br:1][C:2]1[C:7]([OH:8])=[CH:6][CH:5]=[CH:4][N:3]=1.Cl[C:10]([F:15])([F:14])C([O-])=O.[Na+].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C.O>[Br:1][C:2]1[C:7]([O:8][CH:10]([F:15])[F:14])=[CH:6][CH:5]=[CH:4][N:3]=1

参加物

6

反応物 3

HCID 10796Cesium carbonateHCID 230702-Bromo-3-pyridinolHCID 2734985Sodium chlorodifluoroacetate

生成物 1

HCID 580424482-broMo-3-(difluoroMethoxy)pyridine収率 35.2%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

反応条件

温度
100 °C

実験手順

To a solution of 2-bromo-3-pyridinol (1.26 g, 7.23 mmol) in DMF (35 mL) and water (5 mL) was added sodium chlorodifluoroacetate (2.93 g, 18.1 mmol) followed by cesium carbonate (4.71 g, 14.5 mmol). The reaction was heated to 100° C. for 36 hours before partitioning between EtOAc and water. The organic layer was collected, dried over magnesium sulfate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with EtOAc:heptane 1:3 to afford the title compound as a colourless oil (570 mg, 35%).

後処理

  1. custombefore partitioning between EtOAc and water
  2. customThe organic layer was collected
  3. dry with materialdried over magnesium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified
  6. washeluting with EtOAc:heptane 1:3

出典と根拠

ORDレコード
ord-2e4d28557e22415e9b773334eea93f67
出典データセット
uspto-grants-2015_08
特許番号
US09102621B2

反応ノート

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