Acetone → 1-(Pyridin-2-yl)butane-1,3-dione

HRID 563990

反応式

HRID 563990 の反応式
C[O-].[Na+].[N:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]([O:12]C)=O.[CH3:14][C:15]([CH3:17])=[O:16]>O1CCCC1>[N:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10](=[O:12])[CH2:14][C:15](=[O:16])[CH3:17]

参加物

5

反応物 3

HCID 180AcetoneHCID 755692-CarbomethoxypyridineHCID 10942334Sodium Methoxide

生成物 1

HCID 127072211-(Pyridin-2-yl)butane-1,3-dione収率 66.7%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
20 °C

実験手順

A sodium methoxide solution (28% in methanol) was added dropwise to a mixture of 10 g (73 mmol) methyl picolinate and 25 ml (124 mmol) of acetone in 150 ml of tetrahydrofuran. The mixture was stirred at 20° C. for 3 hours and the solvent was removed under reduced pressure. The residue was taken up in water, acidified with 2 molar aqueous hydrochloric acid and extracted with dichloromethane. Drying of the combined organic phases and removal of the solvent under reduced pressure gave 7.940 g of product (60% of theory); NMR (CDCl3, 400 MHz): 2.23 (s, 3H); 6.81 (s, 1H); 7.41 (m, 1H); 7.83 (m, 1H); 8.09 (m, 1H); 8.68 (m, 1H); 15.7 (br, 1H).

後処理

  1. customthe solvent was removed under reduced pressure
  2. extractionextracted with dichloromethane
  3. customDrying of the combined organic phases and removal of the solvent under reduced pressure

出典と根拠

ORDレコード
ord-2ba512d3505e4f05897ac8a377681c17
出典データセット
uspto-grants-2011_11
特許番号
US08067611B2

関連ノート

読み込み中…