Dimethylformamide → HCID 68716974、化合物

HRID 29484

反応式

HRID 29484 の反応式
[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][CH:15]=[C:14]([OH:18])[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:3])[CH3:2].[N:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25]Cl)[CH:20]=1.CN(C=O)C>O>[C:1]([O:5][C:6]([C:8]1[O:9][C:10]2[CH:17]=[CH:16][CH:15]=[C:14]([O:18][CH2:25][C:21]3[CH:20]=[N:19][CH:24]=[CH:23][CH:22]=3)[C:11]=2[C:12]=1[CH3:13])=[O:7])([CH3:4])([CH3:2])[CH3:3]

参加物

5

反応物 3

HCID 6228DimethylformamideHCID 183583-(Chloromethyl)pyridineHCID 138494564-Hydroxy-3-methyl-benzofuran-2-carboxylic acid tert-butyl ester

生成物 1

HCID 68716974HCID 68716974、化合物収率 90%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

To a round bottom flask with stir bar was added 4-hydroxy-3-methyl-benzofuran-2 carboxylic acid t-butyl ester (1 mmol), 3-picolyl chloride (1.1 equiv.) potassium carbonate (5 equiv.) and 10 mL DMF. The reaction mixture was stirred overnight and then slowly added dropwise to water (10 mL) with stirring. The resulting mixture was extracted with ethyl acetate (2×20 mL), brine (20 mL), dried over magenesium sulfate. Filtration and evaporation of solvent afforded 3-methyl-4-(pyridin-3-ylmethoxy)-benzofuran-2-carboxylic acid t-butyl ester as a thick oil in 90% yield.

後処理

  1. stirringThe reaction mixture was stirred overnight
  2. stirringwith stirring
  3. extractionThe resulting mixture was extracted with ethyl acetate (2×20 mL), brine (20 mL)
  4. dry with materialdried over magenesium sulfate
  5. filtrationFiltration and evaporation of solvent

出典と根拠

ORDレコード
ord-283ee1398f014fee8050dfa0cf6b04c0
出典データセット
uspto-grants-2008_09
特許番号
US07420001B2

関連ノート

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