Hydrochloric Acid → Diethyl 6-chloropyridine-2,3-dicarboxylate

HRID 1741619ノート

反応式

HRID 1741619 の反応式
[N+:1]1([O-])[CH:6]=[CH:5][CH:4]=[C:3]([C:7]([O:9][CH2:10][CH3:11])=[O:8])[C:2]=1[C:12]([O:14][CH2:15][CH3:16])=[O:13].[ClH:18]>P(Cl)(Cl)(Cl)=O>[Cl:18][C:6]1[N:1]=[C:2]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:3]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:4][CH:5]=1

参加物

4

反応物 2

HCID 313Hydrochloric AcidHCID 21847052diethyl pyridine-2,3-dicarboxylate-N-oxide

生成物 1

HCID 15451780Diethyl 6-chloropyridine-2,3-dicarboxylate

試薬・触媒・溶媒 1

HCID 24813Phosphorus oxychloride溶媒

実験手順

A mixture of 75.6 g of diethyl pyridine-2,3-dicarboxylate-N-oxide and 150 mL of phosphorous oxychloride is warmed slowly in a large reaction vessel equipped with a reflux condenser and gas scrubber. Caution: exothermic reaction! At about 70°, an exothermic reaction ensues with vigorous liberation of hydrogen chloride gas. The reaction is heated at reflux after the exotherm subsides for an additional hour. The reaction is cooled and concentrated in vacuo to a syrup. This material is dissolved in methylene chloride, washed cautiously with saturated sodium bicarbonate, dried and concentrated in vacuo to give the desired product as an oil. An analytical sample is obtained by chromatography on silica gel using 2:1 petroleum ether-ether as eluant to give the product as a colorless oil.

後処理

  1. temperatureis warmed slowly in a large reaction vessel
  2. customequipped with a reflux condenser
  3. customCaution: exothermic reaction
  4. customAt about 70°, an exothermic reaction
  5. temperatureThe reaction is heated
  6. temperatureat reflux after the exotherm subsides for an additional hour
  7. temperatureThe reaction is cooled
  8. concentrationconcentrated in vacuo to a syrup
  9. dissolutionThis material is dissolved in methylene chloride
  10. washwashed cautiously with saturated sodium bicarbonate
  11. customdried
  12. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-4cefb71ec94b415b9bb41c134134c8f8
出典データセット
uspto-grants-1994_08
特許番号
US05334576

反応ノート

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