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Toluene → 2-(5-Hydroxypentyloxy)pyridine

HRID 1005953
ノート
印刷プレビュー

反応式

HRID 1005953 の反応式
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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

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

生成物 1

HCID 121371182-(5-Hydroxypentyloxy)pyridine収率 72%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-383e6f3912b1434da7f83e964a6cd4bf
出典データセット
uspto-grants-2004_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06787561B1

反応ノート

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