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Acetic Acid → Ethyl 3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate

HRID 2261037
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HRID 2261037 반응식
C([O:4][CH:5]1[CH2:10][N:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:8][CH:7]=[CH:6]1)(=O)C.[OH-].[Na+].C(O)(=O)C>CCO>[OH:4][CH:5]1[CH2:10][N:9]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH2:8][CH:7]=[CH:6]1
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참가 물질

5

반응물 3

HCID 176Acetic AcidHCID 14798Sodium HydroxideHCID 11481289HCID 11481289, 화합물

생성물 1

HCID 13042964Ethyl 3-hydroxy-3,6-dihydropyridine-1(2H)-carboxylate수율 100.9%

시약·촉매·용매 1

HCID 702Ethanol용매2회

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온도
0 °C

실험 절차

To a solution of Compound 239B (10.5 g, 49.2 mmol) in 30 mL of EtOH was added a solution of 0.2N NaOH in EtOH (65 mL) and the mixture was stirred at 0° C. for 30 min. After warming to room temperature, the reaction mixture was neutralized with glacial acetic acid. Concentration in vacuo afforded 8.5 g of 239C as an oil. 1H-NMR (400 MHz, CDCl3): 5.90 (m, 1H), 5.82 (bs, 1H), 4.20 (bs, 1H), 4.18 (q, J=7.08, 2H), 4.04 (m, 1H), 3.85 (m, 1H), 3.55 (m, 2H), 1.28 (t, J=7.08, 3H).

후처리

  1. temperatureAfter warming to room temperature
  2. concentrationConcentration in vacuo

출처 및 근거

ORD 기록
ord-75b04e74acff4d0b90d63fd555ad2224
출처 데이터셋
uspto-grants-2010_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07846931B2

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