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1-Bromooctane → 3-Pyridinecarboxylic acid, 6-(octyloxy)-

HRID 373460
ノート
印刷プレビュー

反応式

HRID 373460 の反応式
[OH:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.[CH2:11](Br)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[OH-].[K+]>C(O)C>[CH2:11]([O:1][C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 81401-BromooctaneHCID 14797Potassium HydroxideHCID 178418479HCID 178418479、化合物

生成物 1

HCID 35260273-Pyridinecarboxylic acid, 6-(octyloxy)-収率 59.8%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

Separately, 5 g of 6-hydroxypyridine-3-carboxylic acid and 10 g of n-octyl bromide were dissolved in 50 ml of ethanol, 50 ml of a 3N aqueous solution of potassium hydroxide was added to the solution, and the mixture was refluxed for 24 hours. Ethanol was removed from the reacted liquid by distillation, and the residue was neutralized with dilute hydrochloric acid and extracted with ethanol. The excess of n-octyl bromide was separated from the extract by the silica gel column chromatography using n-hexane as the developing solvent. Recrystallization from a mixed solvent of hexane and chloroform gave 5.4 g of 6-octyloxypyridine-3-carboxylic acid.

後処理

  1. temperaturethe mixture was refluxed for 24 hours
  2. customEthanol was removed from the reacted liquid by distillation
  3. extractionextracted with ethanol
  4. customThe excess of n-octyl bromide was separated from the
  5. extractionextract by the silica gel column chromatography
  6. customRecrystallization from a mixed solvent of hexane and chloroform

出典と根拠

ORDレコード
ord-6444e81733094e2b818ee7498fbf536b
出典データセット
uspto-grants-1992_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05164113

反応ノート

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