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Hydrochloric Acid → 5-(Benzyloxy)-1,4-dihydro-4-oxo-2-pyridinecarboxylic acid, ethyl ester

HRID 1249599
ノート
印刷プレビュー

反応式

HRID 1249599 の反応式
[CH2:1]([O:8][C:9]1[C:10](=[O:18])[CH:11]=[C:12]([C:15]([OH:17])=[O:16])[NH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[CH2:20](O)[CH3:21]>>[CH2:1]([O:8][C:9]1[C:10](=[O:18])[CH:11]=[C:12]([C:15]([O:17][CH2:20][CH3:21])=[O:16])[NH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 110539185-(Benzyloxy)-4-oxo-1,4-dihydropyridine-2-carboxylic acid

生成物 1

HCID 867411755-(Benzyloxy)-1,4-dihydro-4-oxo-2-pyridinecarboxylic acid, ethyl ester

反応条件

温度
0 °C

実験手順

A suspension of 5-(benzyloxy)-1,4-dihydro-4-oxo-2-pyridinecarboxylic acid (8.24 g, 33.6 mmole) in 120 ml of ethanol was cooled to 0° C. and treated with a stream of dry HCl for 15 minutes. The resulting mixture was heated at 50° C. for 5.5 hours. The volatiles were removed in vacuo and the residue was treated with water. While cooling, the pH was raised to 7 with saturated potassium bicarbonate and the resulting mixture was extracted with dichloromethane. The extracts were washed with brine and dried over sodium sulfate. Filtration and concentration in vacuo produced 7.32 g of the title compound.

後処理

  1. temperatureThe resulting mixture was heated at 50° C. for 5.5 hours
  2. customThe volatiles were removed in vacuo
  3. additionthe residue was treated with water
  4. temperatureWhile cooling
  5. temperaturethe pH was raised to 7 with saturated potassium bicarbonate
  6. extractionthe resulting mixture was extracted with dichloromethane
  7. washThe extracts were washed with brine
  8. dry with materialdried over sodium sulfate
  9. filtrationFiltration and concentration in vacuo

出典と根拠

ORDレコード
ord-e203bfe1caa14ae380bfdf1818689db8
出典データセット
uspto-grants-1986_12
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04632985

反応ノート

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