Pyridine → 6-Phenyl-2-pyridone

HRID 1108202

反応式

HRID 1108202 の反応式
ClCC([O:5][CH2:6][CH3:7])=O.[N:8]1C=CC=CC=1.Cl.CN(C)[CH2:17][CH2:18][C:19]([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)=O.C([O-])(=O)C.[NH4+]>C(O)C>[C:21]1([C:19]2[NH:8][C:6](=[O:5])[CH:7]=[CH:17][CH:18]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

参加物

6

反応物 4

HCID 1049PyridineHCID 7751Ethyl chloroacetateHCID 928441-Propanone, 3-(dimethylamino)-1-phenyl-, hydrochloride (1:1)HCID 517165Ammonium Acetate

生成物 1

HCID 878896-Phenyl-2-pyridone

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Ethyl 2-chloroacetate (10.6 ml, 0.1 mol) is slowly added to hot (105° C.) pyridine (8.9 ml, 0.11 mol whereby the temperature is maintained in the range of 100° C. to 110° C. The resulting brown oil is dissolved in ethanol (60 ml), β-dimethylamino propiophenone hydrochloride (17.7 g, 0.1 mol; prepared according to Example 1) and ammonium acetate (60 g) are added and the mixture is boiled under reflux for 4 h. After cooling, the mixture is filtered and the solvent is evaporated in vacuo. The residue is crystallized from water, collected by filtration and purified by re-crystallization from toluene. The title compound is obtained as colorless crystals (4.7 g, 28% of th.) with mp. 200° C.

後処理

  1. temperatureis maintained in the range of 100° C. to 110° C
  2. temperatureunder reflux for 4 h
  3. temperatureAfter cooling
  4. filtrationthe mixture is filtered
  5. customthe solvent is evaporated in vacuo
  6. customThe residue is crystallized from water
  7. filtrationcollected by filtration
  8. custompurified by re-crystallization from toluene

出典と根拠

ORDレコード
ord-98ecb0f99d9144388de1f39af288e34f
出典データセット
uspto-grants-2000_05
特許番号
US06066597

関連ノート

読み込み中…