Water → Methyl 2-chloronicotinate

HRID 130343

반응식

HRID 130343 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

HCID 819931Methyl 2-chloronicotinate수율 40%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-54e1d1195258426687008a009f96fe02
출처 데이터셋
uspto-grants-2008_06
특허 번호
US07381734B2

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