Triethylamine → Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

HRID 1510467노트

반응식

HRID 1510467 반응식
C(N(CC)CC)C.[CH2:8]([O:10][C:11]([C:13]1[C:18](O)=[CH:17][C:16](=[O:20])[N:15]([CH3:21])[CH:14]=1)=[O:12])[CH3:9].O=P(Cl)(Cl)[Cl:24]>>[CH2:8]([O:10][C:11]([C:13]1[C:18]([Cl:24])=[CH:17][C:16](=[O:20])[N:15]([CH3:21])[CH:14]=1)=[O:12])[CH3:9]

참가 물질

4

반응물 3

HCID 8471TriethylamineHCID 24813Phosphorus oxychlorideHCID 54685351Ethyl 4-hydroxy-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

생성물 1

HCID 11615451Ethyl 4-chloro-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate수율 67%

실험 절차

Triethyl amine (7.07 mL, 50.7 mmol) was added to a suspension of 4-hydroxy-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylic acid ethyl ester (10.0 g, 50.7 mmol) and POCl3 (27.85 mL, 304.3 mmol). After stirring 16 hours, the reaction mixture was concentrated under reduced pressure. The resulting residue was poured onto ice, carefully neutralized with saturated K2CO3 solution, and diluted with EtOAc. The layers were separated and the aqueous phase further extracted with EtOAc. The combined organic extracts were dried (MgSO4) and concentrated under reduced pressure to yield 7.3 g (67%) clean desired product.

후처리

  1. concentrationthe reaction mixture was concentrated under reduced pressure
  2. additionThe resulting residue was poured onto ice
  3. additiondiluted with EtOAc
  4. customThe layers were separated
  5. extractionthe aqueous phase further extracted with EtOAc
  6. dry with materialThe combined organic extracts were dried (MgSO4)
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-1f9714cb6b434b9fa4fa1d471bec5866
출처 데이터셋
uspto-grants-2012_07
특허 번호
US08211920B2

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