Methanol → methyl quinoline-2-carboxylate

HRID 539648노트

반응식

HRID 539648 반응식
[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([OH:13])=[O:12].S(Cl)(Cl)=O.[CH3:18]O>>[N:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]([O:13][CH3:18])=[O:12]

참가 물질

4

반응물 3

HCID 887MethanolHCID 7124Quinaldic AcidHCID 24386Thionyl Chloride

생성물 1

HCID 421738methyl quinoline-2-carboxylate

실험 절차

To an ice-cooled solution of quinoline-2-carboxylic acid 3.1 (10 g, 0.0578 mol) in 100 mL of absolute methanol was added dropwise thionyl chloride (20 g, 0.173 mol). After the addition was completed, the mixture was heated to reflux for 2 h. The solvent was then evaporated to dryness under reduced pressure and treated with 100 mL of 10% aqueous solution of K2CO3. The mixture was extracted with ethyl acetate; combined organic extracts were dried over sodium sulfate and evaporated to dryness to afford of methyl quinoline-2-carboxylate. Yield: 10.1 g (93%).

후처리

  1. additionAfter the addition
  2. temperaturethe mixture was heated
  3. temperatureto reflux for 2 h
  4. customThe solvent was then evaporated to dryness under reduced pressure
  5. additiontreated with 100 mL of 10% aqueous solution of K2CO3
  6. extractionThe mixture was extracted with ethyl acetate
  7. dry with materialcombined organic extracts were dried over sodium sulfate
  8. customevaporated to dryness

출처 및 근거

ORD 기록
ord-564b9d80356248a99657f8006a773f83
출처 데이터셋
uspto-grants-2014_10
특허 번호
US08871761B2

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