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Toluene → 2-(5-Hydroxypentyloxy)pyridine

HRID 1005953
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HRID 1005953 반응식
Cl[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1.[OH-:8].[K+].C1[O:27][CH2:26][CH2:25]OCCOCCOCCOCCOC1.[C:28]1([CH3:34])C=CC=C[CH:29]=1>O>[OH:8][CH2:29][CH2:28][CH2:34][CH2:25][CH2:26][O:27][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][N:3]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 1140TolueneHCID 79772-ChloropyridineHCID 14797Potassium HydroxideHCID 2855718-Crown-6

생성물 1

HCID 121371182-(5-Hydroxypentyloxy)pyridine수율 72%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

10.5 g of 1,5-pentadiol, 5.68 g of 2-chloropyridine, 5.6 g of KOH and 5.3 g of 18-crown-6-ether were added to 20 ml of toluene and the mixture was refluxed for 8 hours. After cooling, the reaction mixture was added with water and extracted with chloroform. The extract was dried over sodium sulfate, and the solvent was evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane) to obtain 6.5 g of the title compound (yield: 72%).

후처리

  1. temperaturethe mixture was refluxed for 8 hours
  2. temperatureAfter cooling
  3. extractionextracted with chloroform
  4. dry with materialThe extract was dried over sodium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe resulting residue was purified by silica gel column chromatography (ethyl acetate:hexane)

출처 및 근거

ORD 기록
ord-383e6f3912b1434da7f83e964a6cd4bf
출처 데이터셋
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06787561B1

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