Potassium Carbonate → Ethyl 4-(2-oxopyridin-1(2H)-yl)benzoate

HRID 1604596

反応式

HRID 1604596 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.I[C:9]1[CH:19]=[CH:18][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][CH:10]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O.[Cu]>[O:1]=[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]1[C:9]1[CH:19]=[CH:18][C:12]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[CH:11][CH:10]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 142891Ethyl 4-iodobenzoateHCID 178516071HCID 178516071、化合物

生成物 1

HCID 16656197Ethyl 4-(2-oxopyridin-1(2H)-yl)benzoate収率 35.5%

試薬・触媒・溶媒 2

HCID 23978Copper触媒HCID 6228Dimethylformamide溶媒

反応条件

温度
175 °C

実験手順

A mixture of 2-hydroxypryidine (2.40 g), ethyl 4-iodobenzoate (6.97 g), potassium carbonate (3.83 g) and copper (253 mg) in N,N-dimethylformamide (12 ml) was stirred for 4 hours at 175° C. under nitrogen atmosphere. Insoluble material was filtered off, and the filtrate was concentrated in vacuo. To the residue was added ethyl acetate and 1N hydrochloric acid, the organic layer was washed with water, saturated sodium bicarbonate solution and brine, dried over magnesium sulfate and concentrated in vacuo to give ethyl 4-(2-oxo-1,2-dihydropyridin-1yl)benzoate (2.18 g) as brown powder.

後処理

  1. filtrationInsoluble material was filtered off
  2. concentrationthe filtrate was concentrated in vacuo
  3. additionTo the residue was added ethyl acetate and 1N hydrochloric acid
  4. washthe organic layer was washed with water, saturated sodium bicarbonate solution and brine
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-b125ecb2f76d44a0ab4f641ee0c30925
出典データセット
uspto-grants-1999_11
特許番号
US05994368

関連ノート

読み込み中…