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

HRID 373460
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HRID 373460 반응식
[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]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 81401-BromooctaneHCID 14797Potassium HydroxideHCID 178418479HCID 178418479, 화합물

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-6444e81733094e2b818ee7498fbf536b
출처 데이터셋
uspto-grants-1992_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05164113

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