m-Chloroperbenzoic acid → 2-Chloro-6-fluoro-3-(oxiran-2-yl)benzonitrile

HRID 1502050Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1502050
[Cl:1][C:2]1[C:9]([CH:10]=[CH2:11])=[CH:8][CH:7]=[C:6]([F:12])[C:3]=1[C:4]#[N:5].C1C=C(Cl)C=C(C(OO)=[O:21])C=1>C(Cl)(Cl)Cl>[Cl:1][C:2]1[C:9]([CH:10]2[CH2:11][O:21]2)=[CH:8][CH:7]=[C:6]([F:12])[C:3]=1[C:4]#[N:5]

Komponenten

4

Edukt 2

HCID 70297m-Chloroperbenzoic acidHCID 867270812-Chloro-6-fluoro-3-vinylbenzonitrile

Produkt 1

HCID 867270822-Chloro-6-fluoro-3-(oxiran-2-yl)benzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6212ChloroformLösungsmittel

Versuchsvorschrift

2-chloro-6-fluoro-3-vinylbenzonitrile dissolved in CHCl3 (300 mL) then added mCPBA (29.4 g, 171 mmol) and stirred at RT for 16 h. When TLC showed starting materials were consumed, the mixture was washed with Na2S2O3 (1×), 1N NaOH (1×), brine (2×), then dried over Na2SO4. Filtered and concentrated then purified by MPLC chromatography using 330 g ISCO Redi-sep column and eluted with 20% ethyl acetate/hexane solvent system to yield 2-chloro-6-fluoro-3-(oxiran-2-yl)benzonitrile.

Aufarbeitung

  1. customwere consumed
  2. washthe mixture was washed with Na2S2O3 (1×), 1N NaOH (1×), brine (2×)
  3. dry with materialdried over Na2SO4
  4. filtrationFiltered
  5. concentrationconcentrated
  6. customthen purified by MPLC chromatography
  7. washeluted with 20% ethyl acetate/hexane solvent system

Quellen und Nachweise

ORD-Eintrag
ord-d6fa682fd5e148d68f66fc84d80834ae
Quelldatensatz
uspto-grants-2015_12
Patentnummer
US09206199B2

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