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

HRID 6894ノート

反応式

HRID 6894 の反応式
[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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-8a45cdf4188e45cba8817e064590da3d
出典データセット
uspto-grants-2006_08
特許番号
US07084163B2

反応ノート

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