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Sodium Hydroxide → 5-(2-Hydroxypropan-2-yl)nicotinic acid

HRID 1048954
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HRID 1048954 반응식
[OH:1][C:2]([C:5]1[CH:6]=[C:7]([C:11]([O:13]C)=[O:12])[CH:8]=[N:9][CH:10]=1)([CH3:4])[CH3:3].[OH-].[Na+]>CO>[OH:1][C:2]([C:5]1[CH:6]=[C:7]([C:11]([OH:13])=[O:12])[CH:8]=[N:9][CH:10]=1)([CH3:3])[CH3:4]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 66684512Methyl 5-(2-hydroxypropan-2-yl)pyridine-3-carboxylate

생성물 1

HCID 680538445-(2-Hydroxypropan-2-yl)nicotinic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of methyl 5-(2-hydroxypropan-2-yl)pyridine-3-carboxylate (0.179 g, 0.915 mmol) in methanol (4.57 mL) was added 1 N aqueous sodium hydroxide solution (2.74 mL, 2.74 mmol). The reaction was stirred at room temperature for 30 min and then concentrated under reduced pressure. The resulting residue was acidified via the addition of 1 N aqueous hydrogen chloride solution until the pH was 2. Ethyl acetate was then added, and the extracted organics were dried over magnesium sulfate, filtered and concentrated to provide the title compound: LCMS m/z 182.01 [M+H]+; 1H NMR (500 MHz, CD3OD) δ 8.91 (s, 1 H), 8.79 (d, J=1.8 Hz, 1 H), 8.43 (d, J=1.9 Hz, 1 H), 1.51 (s, 6 H).

후처리

  1. concentrationconcentrated under reduced pressure
  2. additionThe resulting residue was acidified via the addition of 1 N aqueous hydrogen chloride solution until the pH was 2
  3. additionEthyl acetate was then added
  4. dry with materialthe extracted organics were dried over magnesium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-78ab0b566fc74db8b9bf404a608b787c
출처 데이터셋
uspto-grants-2016_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09382226B2

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