2-Chloronicotinic acid → 2-Ethoxypyridine-3-carboxylic acid

HRID 2271052ノート

反応式

HRID 2271052 の反応式
[CH3:1][C:2](C)([O-:4])C.[K+].Cl[C:8]1[N:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11]>C(O)C>[CH2:2]([O:4][C:8]1[C:9]([C:10]([OH:12])=[O:11])=[CH:13][CH:14]=[CH:15][N:16]=1)[CH3:1]

参加物

4

反応物 2

HCID 762582-Chloronicotinic acidHCID 23665647Potassium tert-butoxide

生成物 1

HCID 27363452-Ethoxypyridine-3-carboxylic acid収率 86.3%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
170 °C

実験手順

A solution of potassium t-butoxide (44.9 g, 0.40 mol) in absolute ethanol (300 ml) was added slowly to a solution of 2chloronicotinic acid (30 g, 0.19 mol) in ethanol (100 ml), and the reaction heated in a sealed vessel at 170° C. for 20 hours. On cooling, the reaction mixture was concentrated under reduced pressure, the residue dissolved in water (200 ml) and acidified to pH 3 with aqueous hydrochloric acid. The aqueous solution was extracted with dichloromethane (4×200 ml), the organic phases combined, dried (Na2SO4) and concentrated under reduced pressure to afford the title compound (27.4 g, 41%) as a white solid.

後処理

  1. temperatureOn cooling
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe residue dissolved in water (200 ml)
  4. extractionThe aqueous solution was extracted with dichloromethane (4×200 ml)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-34084d1cffa14baaa7c8c26375176385
出典データセット
uspto-grants-2001_12
特許番号
US06333330B1

反応ノート

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