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benzyl 4-(4-hydroxyphenyl)-5,6-dihydropyridine-1(2H)-carboxylate → 4-Piperidin-4-ylphenol

HRID 1675102
ノート
印刷プレビュー

反応式

HRID 1675102 の反応式
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH2:13][CH2:12][N:11](C(OCC3C=CC=CC=3)=O)[CH2:10][CH:9]=2)=[CH:4][CH:3]=1>[Pd].CO>[NH:11]1[CH2:12][CH2:13][CH:8]([C:5]2[CH:4]=[CH:3][C:2]([OH:1])=[CH:7][CH:6]=2)[CH2:9][CH2:10]1
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 66788302benzyl 4-(4-hydroxyphenyl)-5,6-dihydropyridine-1(2H)-carboxylate

生成物 1

HCID 105115114-Piperidin-4-ylphenol収率 94.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

Benzyl 4-(4-hydroxyphenyl)-5,6-dihydropyridine-1(2H)-carboxylate (37.7 g, 121.86 mmol) and 5% palladium on carbon (7.6 g, 3.57 mmol) in methanol (380 mL) were stirred under an atmosphere of hydrogen at 5 bar and 25° C. for 2 hours. The catalyst was removed by filtration, washed with MeOH and the solvents evaporated. The crude material was triturated with diethyl ether, then the desired product collected by filtration and dried under vacuum to afford 4-(piperidin-4-yl)phenol (20.36 g, 94%) as a solid.

後処理

  1. customThe catalyst was removed by filtration
  2. washwashed with MeOH
  3. customthe solvents evaporated
  4. customThe crude material was triturated with diethyl ether
  5. filtrationthe desired product collected by filtration
  6. customdried under vacuum

出典と根拠

ORDレコード
ord-6c054b9f826644bf82a98a7b90a4a23a
出典データセット
uspto-grants-2011_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08003649B2

反応ノート

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