Phosphorus oxychloride → Methyl 5-chloropyrazine-2-carboxylate

HRID 340088노트

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HRID 340088 반응식
[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]

참가 물질

3

반응물 2

HCID 24813Phosphorus oxychlorideHCID 178498852HCID 178498852, 화합물

생성물 1

HCID 406081Methyl 5-chloropyrazine-2-carboxylate수율 55.1%

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-c1d6df4458084bd5a9aa6c99389f3a42
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08895544B2

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