Ethyl bromoacetate → 3-(Ethoxycarbonylmethoxy)picolinamide

HRID 852225

反応式

HRID 852225 の反応式
[OH:1][C:2]1[C:3]([C:8]([NH2:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1.Br[CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14].C(=O)([O-])[O-].[K+].[K+]>CC(=O)CC>[CH2:16]([O:15][C:13]([CH2:12][O:1][C:2]1[C:3]([C:8]([NH2:10])=[O:9])=[N:4][CH:5]=[CH:6][CH:7]=1)=[O:14])[CH3:17]

参加物

5

反応物 3

HCID 7748Ethyl bromoacetateHCID 11430Potassium CarbonateHCID 702773-Hydroxypicolinamide

生成物 1

HCID 220385763-(Ethoxycarbonylmethoxy)picolinamide収率 53.3%

試薬・触媒・溶媒 1

HCID 6569Methyl Ethyl Ketone溶媒

反応条件

温度
80 °C

実験手順

A mixture of 3-hydroxy picolinic amide (10 g, 72 mmol), ethyl bromoacetate (12.02 g, 72 mmol) and anhydrous potassium carbonate (10.9 g, 79.2 mmol) in 250 ml of dry 2-butanone is heated at 80° C. for 20 hours. After cooling, the inorganic salts are filtered off and the filtrate is reduced to approximately 120 ml. After addition of cold t-butyl methyl ether the resulting precipitate is filtered off, rinsed with cold t-butyl methyl ether and dried to give 8.6 g of 3-(ethoxycarbonylmethoxy)picolinamide (53%).

後処理

  1. temperatureAfter cooling
  2. filtrationthe inorganic salts are filtered off
  3. additionAfter addition of cold t-butyl methyl ether the resulting precipitate
  4. filtrationis filtered off
  5. washrinsed with cold t-butyl methyl ether
  6. customdried

出典と根拠

ORDレコード
ord-d46b9876ddc042ef82e51d9232b17005
出典データセット
uspto-grants-2007_08
特許番号
US07253181B2

関連ノート

読み込み中…