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

HRID 1194079

반응식

HRID 1194079 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-f366beb19d154d3e90f16d539c878b91
출처 데이터셋
uspto-grants-1989_03
특허 번호
US04812570

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