Dimethylformamide → (4-(Pyridin-2-yloxymethyl)-phenyl)-methanol

HRID 557259

反応式

HRID 557259 の反応式
[C:1]1([CH2:9][OH:10])[CH:6]=[CH:5][C:4]([CH2:7][OH:8])=[CH:3][CH:2]=1.F[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][N:13]=1.CN(C)C=O.[H-].[Na+]>O>[N:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[O:8][CH2:7][C:4]1[CH:5]=[CH:6][C:1]([CH2:9][OH:10])=[CH:2][CH:3]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 97462-FluoropyridineHCID 115061,4-BenzenedimethanolHCID 24758Sodium hydride

生成物 1

HCID 59255473(4-(Pyridin-2-yloxymethyl)-phenyl)-methanol収率 67.9%

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
70 °C

実験手順

To a mixture of 1,4-benzenedimethanol (5.5 g, 40 mmol), 2-fluoropyridine (1.3 g, 13 mmol), and N,N-dimethyl formamide (15 mL) was added sodium hydride (1.4 g, 40 mmol, 66% in oil) at 0° C, which was stirred at room temperature for 20 minutes and at 70° C for one hour. To the reaction mixture was added water, and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride water, and the solvent thereof was evaporated under a reduced pressure. The residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:1) to obtain the title compound (1.9 g).

後処理

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with saturated sodium chloride water
  3. customthe solvent thereof was evaporated under a reduced pressure
  4. customThe residue was purified by NH silica gel column chromatography (ethyl acetate:heptane=1:1)

出典と根拠

ORDレコード
ord-e656e60029c0476ab312e1135b11d455
出典データセット
uspto-grants-2011_11
特許番号
US08058444B2

関連ノート

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