Methanol → 6-Butyl-4-methoxycarbonyl-2-oxo-1,2-dihydropyridine

HRID 234760ノート

反応式

HRID 234760 の反応式
S(Cl)(Cl)=O.[CH2:5]([C:9]1[NH:10][C:11](=[O:18])[CH:12]=[C:13]([CH:17]=1)[C:14]([OH:16])=[O:15])[CH2:6][CH2:7][CH3:8].[CH3:19]O>>[CH2:5]([C:9]1[NH:10][C:11](=[O:18])[CH:12]=[C:13]([C:14]([O:16][CH3:19])=[O:15])[CH:17]=1)[CH2:6][CH2:7][CH3:8]

参加物

4

反応物 3

HCID 887MethanolHCID 24386Thionyl ChlorideHCID 540903426-Butyl-2-oxo-1,2-dihydro-isonicotinic acid

生成物 1

HCID 152251016-Butyl-4-methoxycarbonyl-2-oxo-1,2-dihydropyridine

実験手順

12.5 ml (0.17 mol) of thionyl chloride are added dropwise to a suspension of 29.25 g (0.15 mol) of 6-butyl-2-oxo-1,2-dihydro-isonicotinic acid in 200 ml of methanol, while cooling with ice, and the mixture is stirred overnight at room temperature. It is concentrated to dryness and the residue is chromatographed over 450 g of silica gel (230-400 mesh) using methylene chloride→methylene chloride/methanol 10:1. Colourless crystals of melting point 106° C. crystallise from methylene chloride, ether and petroleum ether.

後処理

  1. temperaturewhile cooling with ice
  2. concentrationIt is concentrated to dryness
  3. customthe residue is chromatographed over 450 g of silica gel (230-400 mesh)
  4. customColourless crystals of melting point 106° C. crystallise from methylene chloride, ether and petroleum ether

出典と根拠

ORDレコード
ord-caceb24978cb4cbc9279bf0a7731c694
出典データセット
uspto-grants-1997_01
特許番号
US05596006

反応ノート

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