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

HRID 747371
ノート
印刷プレビュー

反応式

HRID 747371 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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%).

後処理

  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

出典と根拠

ORDレコード
ord-0041cc7d115e4f23a0a09b66155ca8a1
出典データセット
uspto-grants-2008_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07396840B2

反応ノート

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