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Potassium Hydroxide → Ethyl-2-[2-(hydroxymethyl)-pyridin-3-yl]-acetate

HRID 747371
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HRID 747371 반응식
[CH2:1]([O:3][C:4](=[O:17])[CH2:5][C:6]1[C:7]([CH2:12][O:13]C(=O)C)=[N:8][CH:9]=[CH:10][CH:11]=1)[CH3:2].[OH-].[K+]>CCO>[CH2:1]([O:3][C:4](=[O:17])[CH2:5][C:6]1[C:7]([CH2:12][OH:13])=[N:8][CH:9]=[CH:10][CH:11]=1)[CH3:2]
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참가 물질

4

반응물 2

HCID 14797Potassium HydroxideHCID 15169526Ethyl-2-[2-(acetoxymethyl)-pyridin-3-yl]-acetate

생성물 1

HCID 22018768Ethyl-2-[2-(hydroxymethyl)-pyridin-3-yl]-acetate수율 52.8%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To a stirred solution of ethyl-2-[2-(acetoxymethyl)-pyridin-3-yl]-acetate (prepared from 2-methylnicotinic acid as described by Y. Sato et al., Chem. Pharm. Bull.; EN. 1960, 8, 427) (2.37 g, 10 mmol) in EtOH (50 mL) was added KOH (3 g, 53 mmol) and the mixture stirred at reflux overnight. The mixture was cooled, concentrated under reduced pressure and diluted with brine (5 mL) and CH2Cl2 (25 mL). The aqueous phase was extracted with CH2Cl2 (2×20 mL), the phases separated and the combined organic extracts dried (Na2SO4), filtered and concentrated to afford ethyl-2-[2-(hydroxymethyl)-pyridin-3-yl]-acetate (1.03 g, 52%).

후처리

  1. temperatureat reflux overnight
  2. temperatureThe mixture was cooled
  3. concentrationconcentrated under reduced pressure
  4. additiondiluted with brine (5 mL) and CH2Cl2 (25 mL)
  5. extractionThe aqueous phase was extracted with CH2Cl2 (2×20 mL)
  6. customthe phases separated
  7. dry with materialthe combined organic extracts dried (Na2SO4)
  8. filtrationfiltered
  9. concentrationconcentrated

출처 및 근거

ORD 기록
ord-0041cc7d115e4f23a0a09b66155ca8a1
출처 데이터셋
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07396840B2

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