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

HRID 1633216노트

반응식

HRID 1633216 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH:7]=[N:8][CH:9]=[C:10]([C:12]([O:14]CC)=[O:13])[CH:11]=1)=[O:5])[CH3:2].Cl>C(O)C.[OH-].[K+]>[C:4]([C:6]1[CH:11]=[C:10]([C:12]([OH:14])=[O:13])[CH:9]=[N:8][CH:7]=1)([O:3][CH2:1][CH3:2])=[O:5]

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 compound 6 in 75 ml of ethyl alcohol, 25 ml of 2N alcoholic KOH was added while stirring. Stirring was continued for 1/2 hr at room temperature. To the mixture 12.5 ml of 4N HCl was added while stirring. The solid 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°, NMR (CDCl3 /DMSO-d6) δ10.56 (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 separated
  4. filtrationwas filtered
  5. washwashed with alcohol
  6. distillationThe combined filtrate and washings were distilled on rotovap
  7. washthe residue was washed with water
  8. filtrationfiltered
  9. customcrystallized from ethanol

출처 및 근거

ORD 기록
ord-d5034d0062084dd58bb64c92ef9ba1dd
출처 데이터셋
uspto-grants-1984_10
특허 번호
US04479932

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