Sodium Methoxide → Methyl-4-methoxy-5-methoxycarbonyl-nicotinate

HRID 1442898노트

반응식

HRID 1442898 반응식
[CH3:1][O:2][C:3](=[O:15])[C:4]1[C:9](Cl)=[C:8]([C:11]([O:13][CH3:14])=[O:12])[CH:7]=[N:6][CH:5]=1.[CH3:16][O-:17].[Na+]>C1COCC1.CO>[CH3:1][O:2][C:3](=[O:15])[C:4]1[C:9]([O:17][CH3:16])=[C:8]([C:11]([O:13][CH3:14])=[O:12])[CH:7]=[N:6][CH:5]=1

참가 물질

5

반응물 2

HCID 10942334Sodium MethoxideHCID 22019198Dimethyl 4-chloropyridine-3,5-dicarboxylate

생성물 1

HCID 22019197Methyl-4-methoxy-5-methoxycarbonyl-nicotinate

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a solution of 6.3 g (27.5 mmol) of methyl-4-chloro-5-methoxycarbonyl-nicotinate in 100 ml of THF is added 6.48 ml (35 mmol) of a 5.4 m solution of sodium methoxide in methanol. The mixture is stirred for 10 minutes and evaporated. 100 ml of a 0.25M aqueous HCl is added to the residue. The solution is made basic with K2CO3 and extracted with ethyl acetate. The organic phase is dried and evaporated to give an oil which crystallised on cooling. There is obtained 6.2 g (quantitative yield) of a solid (M+1=226).

후처리

  1. customevaporated
  2. addition100 ml of a 0.25M aqueous HCl is added to the residue
  3. extractionextracted with ethyl acetate
  4. customThe organic phase is dried
  5. customevaporated
  6. customto give an oil which
  7. customcrystallised
  8. temperatureon cooling

출처 및 근거

ORD 기록
ord-046312b3a75d4718a7044456ba304c3d
출처 데이터셋
uspto-grants-2010_02
특허 번호
US07659307B2

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