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Butyl iodide → 1-Butyl-3-hydroxymethyl-2-pyridone

HRID 416588
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HRID 416588 반응식
[OH:1][CH2:2][C:3]1[C:4](=[O:9])[NH:5][CH:6]=[CH:7][CH:8]=1.C(=O)([O-])[O-].[K+].[K+].I[CH2:17][CH2:18][CH2:19][CH3:20]>CN(C=O)C>[CH2:17]([N:5]1[CH:6]=[CH:7][CH:8]=[C:3]([CH2:2][OH:1])[C:4]1=[O:9])[CH2:18][CH2:19][CH3:20]
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참가 물질

5

반응물 3

HCID 10962Butyl iodideHCID 11430Potassium CarbonateHCID 106304823-(Hydroxymethyl)pyridin-2(1H)-one

생성물 1

HCID 222664711-Butyl-3-hydroxymethyl-2-pyridone수율 61.4%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
70 °C

실험 절차

To a solution of 3-hydroxymethyl-2(1H)-pyridone (7-008-01) (0.63 g) in DMF (15 mL), and to the reaction mixture were added potassium carbonate (1.4 g) and 1-iodobutane (1.86 g). After stirring at 70° C. for 2 h, the solvent was removed. To the residue were added a saturated aqueous solution of ammonium chloride and ethyl acetate, and the organic layer was separated, and then the aqueous layer was extracted three times with ethyl acetate. The combined organic layers were washed with water and brine, dried over anhydrous magnesium sulfate, and evaporated under reduced pressure. The obtained crude product was purified by column chromatography (toluene/ethyl acetone=2/1) to give 1-butyl-3-hydroxymethyl-2-pyridone (7-008-02) (0.56 g, 61%) as an oil.

후처리

  1. customthe solvent was removed
  2. additionTo the residue were added a saturated aqueous solution of ammonium chloride and ethyl acetate
  3. customthe organic layer was separated
  4. extractionthe aqueous layer was extracted three times with ethyl acetate
  5. washThe combined organic layers were washed with water and brine
  6. dry with materialdried over anhydrous magnesium sulfate
  7. customevaporated under reduced pressure
  8. customThe obtained crude product
  9. customwas purified by column chromatography (toluene/ethyl acetone=2/1)

출처 및 근거

ORD 기록
ord-0dd9ce93802f4d2a8910aaba3ec7ecc5
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08088924B2

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