Hydrochloric Acid → 5-(Ethoxycarbonyl)pyridine-3-carboxylic acid

HRID 1085166노트

반응식

HRID 1085166 반응식
[N:1]1[CH:6]=[C:5]([C:7]([O:9]CC)=[O:8])[CH:4]=[C:3]([C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:2]=1.Cl>C(O)C.[OH-].[K+]>[C:12]([C:3]1[CH:4]=[C:5]([C:7]([OH:9])=[O:8])[CH:6]=[N:1][CH:2]=1)([O:14][CH2:15][CH3:16])=[O:13]

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 783403,5-Pyridinedicarboxylic acid, 3,5-diethyl ester

생성물 1

HCID 12144465-(Ethoxycarbonyl)pyridine-3-carboxylic acid

시약·촉매·용매 2

HCID 702Ethanol용매HCID 14797Potassium Hydroxide용매

실험 절차

To a solution of 10 g (0.045 mol) of diethyl 3,5-pyridinedicarboxylate in 75 ml of ethyl alcohol, 25 ml of 2N alcoholic KOH were added while stirring. Stirring was continued for 1/2 hour at room temperature. To the mixture, 12.5 ml of 4N HCl were added while stirring. The solid which separated was filtered and washed with alcohol The combined filtrate and washings were distilled on rotovap and the residue was washed with water, filtered and crystallized from ethanol. Yield 7.5 g (86%), m.p. 180°-182° C., NMR (CDCl3 /DMSO-d6) δ 10.56 (bs, 1H, COOH), 9.26 (d, 2H, J=2 Hz, C2 and C6 pyridine protons), 8.75 (t, 1H, J=2 Hz, C4 pyridine protons), 4.4 (q, 2H, J=7 Hz, O-CH2), 1.42 (t, 3H, J=7 Hz, CH3).

후처리

  1. stirringStirring
  2. stirringwhile stirring
  3. customThe solid which separated
  4. filtrationwas filtered
  5. washwashed with alcohol The combined filtrate and washings
  6. distillationwere distilled on rotovap
  7. washthe residue was washed with water
  8. filtrationfiltered
  9. customcrystallized from ethanol

출처 및 근거

ORD 기록
ord-ae449151aaf34ba582ff653442aef5df
출처 데이터셋
uspto-grants-1991_04
특허 번호
US05008257

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