4-Benzyl-2,6-dichloropyrimidine → 4-Benzyl-2-chloro-pyrimidine

HRID 1855325Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1855325
[CH2:1]([C:8]1[N:13]=[C:12]([Cl:14])[N:11]=[C:10](Cl)[CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>N.C(OCC)(=O)C.[Zn]>[CH2:1]([C:8]1[CH:9]=[CH:10][N:11]=[C:12]([Cl:14])[N:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

5

Edukt 1

HCID 462230714-Benzyl-2,6-dichloropyrimidine

Produkt 1

HCID 183533314-Benzyl-2-chloro-pyrimidineAusbeute 102,6 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 23994ZincKatalysatorHCID 222AmmoniaLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Reaktionsbedingungen

Temperatur
20 °C

Versuchsvorschrift

To an emulsion of 6-benzyl-2,4-dichloro-pyrimidine (239 mg, 1 mmol) in 25% aqueous ammonia solution (1 mL) was added after stirring for 10 min at 0° C. zinc powder (82 mg, 1.25 mmol). The reaction was stirred at 20° C. for 16 h. The yellow suspension was diluted with ethyl acetate an insoluble material was filtered off. The layers were separated and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and evaporated under reduced pressure to yield the crude title compound (210 mg, 92%) as a yellow oil.

Aufarbeitung

  1. filtrationwas filtered off
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over sodium sulfate
  6. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-c51372fc5ba742a7b6bf8c65b587339b
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08962834B2

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