Methanol → 6-(Difluoromethyl)-4-ethyl-2-(trifluoromethyl)-3,5-pyridinedicarboxylic acid

HRID 1111078ノート

反応式

HRID 1111078 の反応式
[F:1][CH:2]([F:25])[C:3]1[C:8]([C:9]([O:11]CC)=[O:10])=[C:7]([CH2:14][CH3:15])[C:6]([C:16]([O:18]CC)=[O:17])=[C:5]([C:21]([F:24])([F:23])[F:22])[N:4]=1.CO.[OH-].[K+]>O>[F:25][CH:2]([F:1])[C:3]1[N:4]=[C:5]([C:21]([F:24])([F:22])[F:23])[C:6]([C:16]([OH:18])=[O:17])=[C:7]([CH2:14][CH3:15])[C:8]=1[C:9]([OH:11])=[O:10]

参加物

5

反応物 3

HCID 887MethanolHCID 14797Potassium Hydroxide2 回HCID 13957657Diethyl 2-(difluoromethyl)-4-ethyl-6-(trifluoromethyl)-3,5-pyridinedicarboxylate

生成物 1

HCID 139576946-(Difluoromethyl)-4-ethyl-2-(trifluoromethyl)-3,5-pyridinedicarboxylic acid収率 52.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A 1-liter flask is charged with 60 g (0.163 mole) of the product of Example 12 and 200 ml of methyl alcohol. In another flask, 150 ml of water and 21.52 g (0.326 mole) of potassium hydroxide are combined. The aqueous KOH is poured into the 1-liter flask and the mixture is heated to reflux overnight. The reaction mixture is cooled and extracted once with ethyl ether. The aqueous layer is acidified with concentrated hydrochloric acid and extracted with ethyl ether. The organics are dried on anhydrous magnesium sulfate, filtered, and concentrated to yield 26.72 g (52%) of the desired product, m.p. 237°-239° C.

後処理

  1. temperaturethe mixture is heated
  2. temperatureto reflux overnight
  3. temperatureThe reaction mixture is cooled
  4. extractionextracted once with ethyl ether
  5. extractionextracted with ethyl ether
  6. dry with materialThe organics are dried on anhydrous magnesium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated

出典と根拠

ORDレコード
ord-40837933743644c8bbbd60a7e3a56219
出典データセット
uspto-grants-1990_12
特許番号
US04978384

反応ノート

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