4-Fluorobenzonitrile → 4-[2-(6-Methyl-2-pyridyl)ethoxy]benzonitrile

HRID 1194079

反応式

HRID 1194079 の反応式
[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][CH2:9][OH:10])[CH:5]=[CH:4][CH:3]=1.F[C:12]1[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=1.[H-].[Na+]>O1CCCC1>[CH3:1][C:2]1[N:7]=[C:6]([CH2:8][CH2:9][O:10][C:12]2[CH:19]=[CH:18][C:15]([C:16]#[N:17])=[CH:14][CH:13]=2)[CH:5]=[CH:4][CH:3]=1

参加物

5

反応物 3

HCID 145174-FluorobenzonitrileHCID 24758Sodium hydrideHCID 702836-Methylpyridine-2-ethanol

生成物 1

HCID 142112794-[2-(6-Methyl-2-pyridyl)ethoxy]benzonitrile

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

To a mixture of 6-methyl-2-pyridineethanol (97.2 g), p-fluorobenzonitrile (85.8 g) and dry tetrahydrofuran (600 ml) was added 60% sodium hydride in oil (29.0 g) in small portions with ice-cooling and stirring and the mixture was further stirred for 2 hours. The reaction mixture was poured in ice-water and extracted with ethyl ether. The ethyl ether layer was washed with water, dried (MgSO4) and concentrated, and the residue was crystallized from hexane to give 4-[2-(6-methyl-2-pyridyl)ethoxy]benzonitrile. Yield: 85.9 g (50.1%); m.p.: 66°-67° C.

後処理

  1. temperaturecooling
  2. stirringthe mixture was further stirred for 2 hours
  3. extractionextracted with ethyl ether
  4. washThe ethyl ether layer was washed with water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customthe residue was crystallized from hexane

出典と根拠

ORDレコード
ord-f366beb19d154d3e90f16d539c878b91
出典データセット
uspto-grants-1989_03
特許番号
US04812570

関連ノート

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