2-Chloronicotinic acid → 2-Ethoxypyridine-3-carboxylic acid

HRID 393899노트

반응식

HRID 393899 반응식
[CH3:1][C:2](C)([O-:4])C.[K+].Cl[C:8]1[N:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11]>C(O)C>[CH2:2]([O:4][C:8]1[N:16]=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11])[CH3:1]

참가 물질

4

반응물 2

HCID 762582-Chloronicotinic acidHCID 23665647Potassium tert-butoxide

생성물 1

HCID 27363452-Ethoxypyridine-3-carboxylic acid수율 8.6%

시약·촉매·용매 1

HCID 702Ethanol용매2회

반응 조건

온도
170 °C

실험 절차

A solution of potassium t-butoxide (44.9 g, 0.40 mol) in absolute ethanol (300 mL) was added slowly to a solution of 2-chloronicotinic acid (30 g, 0.19 mol) in ethanol (100 mL), and the reaction heated in a sealed vessel at 170° C. for 20 h. On cooling, the reaction mixture was concentrated under reduced pressure, the residue dissolved in water (200 mL) and acidified to pH 3 with aqueous hydrochloric acid. The aqueous solution was extracted with dichloromethane (4×200 mL), the organic phases combined, dried (Na2SO4) and concentrated under reduced pressure to afford the title compound (27.4 g, 16.4 mmol) as a white solid.

후처리

  1. temperatureOn cooling
  2. concentrationthe reaction mixture was concentrated under reduced pressure
  3. dissolutionthe residue dissolved in water (200 mL)
  4. extractionThe aqueous solution was extracted with dichloromethane (4×200 mL)
  5. dry with materialdried (Na2SO4)
  6. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-cfa2be1a1a9d4c82b3940ab982d1b055
출처 데이터셋
uspto-grants-2004_10
특허 번호
US06809200B2

반응 노트

불러오는 중…