Hydrochloric Acid → 3-Pyridinebutanol

HRID 1656311ノート

反応式

HRID 1656311 の反応式
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH:7]=[CH:8][CH2:9][CH2:10][O:11]C2CCCCO2)[CH:2]=1.Cl>CO.O.[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][CH2:8][CH2:9][CH2:10][OH:11])[CH:2]=1

参加物

5

反応物 2

HCID 313Hydrochloric AcidHCID 539444502-[4-(3-Pyridyl)but-3-enoxy]tetrahydropyran

生成物 1

HCID 134191363-Pyridinebutanol収率 241.5%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 22242641Methanol--water (1/1)溶媒

実験手順

10 g (43 mmol) of 2-[4-(3-pyridyl)but-3-enoxy]tetrahydropyran in 200 ml of methanol/water 1:1 (v/v) is acidified by 2N hydrochloric acid and hydrogenated for 16 hours over 2 g 10% palladium on carbon. After filtration, the solvent is removed, the remaining residue is neutralized by saturated aqueous bicarbonate, and the product is extraced with several portions of ether. Purification of the crude product by column chromatography on silica gel yields 15.7 g (87%) of 4-(3-pyridyl)but-Anol as colourless viscous oil. (C9H13NO; F.W. 151.2).

後処理

  1. filtrationAfter filtration
  2. customthe solvent is removed
  3. customPurification of the crude product by column chromatography on silica gel

出典と根拠

ORDレコード
ord-f25440d9186642c1840fccd1a2b923db
出典データセット
uspto-grants-1993_10
特許番号
US05254549

反応ノート

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