Phosphorus oxychloride → Methyl 5-chloropyrazine-2-carboxylate

HRID 340088ノート

反応式

HRID 340088 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8](O)=[CH:7][N:6]=1)=[O:4].O=P(Cl)(Cl)[Cl:14]>>[CH3:1][O:2][C:3]([C:5]1[CH:10]=[N:9][C:8]([Cl:14])=[CH:7][N:6]=1)=[O:4]

参加物

3

反応物 2

HCID 24813Phosphorus oxychlorideHCID 178498852HCID 178498852、化合物

生成物 1

HCID 406081Methyl 5-chloropyrazine-2-carboxylate収率 55.1%

実験手順

A mixture of 5-hydroxy-pyrazine-2-carboxylic acid methyl ester (Preparation 40, 50 g, 324 mmol) and POCl3 (500 mL, 5.36 mol) was heated under reflux for 1.5 hours and then poured onto ice. The resulting mixture was extracted with ether (4×500 mL). The organic layers were concentrated in vacuo, and the residue was recrystallised from toluene to give the title compound (30.8 g) in a 55% yield.

後処理

  1. temperaturewas heated
  2. temperatureunder reflux for 1.5 hours
  3. additionpoured onto ice
  4. extractionThe resulting mixture was extracted with ether (4×500 mL)
  5. concentrationThe organic layers were concentrated in vacuo
  6. customthe residue was recrystallised from toluene

出典と根拠

ORDレコード
ord-c1d6df4458084bd5a9aa6c99389f3a42
出典データセット
uspto-grants-2014_11
特許番号
US08895544B2

反応ノート

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