Water → Methyl 2-chloronicotinate

HRID 130343

反応式

HRID 130343 の反応式
[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([OH:6])=[O:5].S(=O)(=O)(O)O.O.[C:17]([O-])(O)=O.[Na+]>CO>[Cl:1][C:2]1[N:10]=[CH:9][CH:8]=[CH:7][C:3]=1[C:4]([O:6][CH3:17])=[O:5]

参加物

6

反応物 4

HCID 962WaterHCID 1118Sulfuric AcidHCID 762582-Chloronicotinic acidHCID 516892Sodium Bicarbonate

生成物 1

HCID 819931Methyl 2-chloronicotinate収率 40%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of 2-chloronicotinic acid (1.61 g, 10.2 mmol) and sulfuric acid (0.5 mL) in methanol (30 mL) was stirred at reflux overnight. The solution was poured into water (100 mL) and neutralised with NaHCO3 (s) before being extracted with 1:1 hexane/ethyl acetate (3×40 mL). The solvents were dried (MgSO4) and evaporated and the residue was purified by flash column chromatography (SiO2, 25% ethyl acetate/hexane eluent) to afford the ester as a colourless oil (700 mg, 40%).

後処理

  1. temperatureat reflux overnight
  2. extractionbefore being extracted with 1:1 hexane/ethyl acetate (3×40 mL)
  3. dry with materialThe solvents were dried (MgSO4)
  4. customevaporated
  5. customthe residue was purified by flash column chromatography (SiO2, 25% ethyl acetate/hexane eluent)

出典と根拠

ORDレコード
ord-54e1d1195258426687008a009f96fe02
出典データセット
uspto-grants-2008_06
特許番号
US07381734B2

関連ノート

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