Dichloromethane methanol → 2,6-Dichloro-5-methoxypyrimidine-4-carbaldehyde

HRID 923677

Reaktionsgleichung

Reaktionsgleichung von HRID 923677
[Cl:1][C:2]1[N:7]=[C:6]([CH:8]=C)[C:5]([O:10][CH3:11])=[C:4]([Cl:12])[N:3]=1.ClCCl.C[OH:17]>>[Cl:1][C:2]1[N:7]=[C:6]([CH:8]=[O:17])[C:5]([O:10][CH3:11])=[C:4]([Cl:12])[N:3]=1

Komponenten

3

Edukt 2

HCID 21226129Dichloromethane methanolHCID 866893262,4-Dichloro-5-methoxy-6-vinylpyrimidine

Produkt 1

HCID 866893302,6-Dichloro-5-methoxypyrimidine-4-carbaldehydeAusbeute 100 %

Versuchsvorschrift

A solution of 2,6-dichloro-5-methoxy-4-vinyl pyrimidine (50 g, 0.24 mol) in dichloromethane:methanol (4:1, 2 L) was cooled to −78° C. Ozone gas was bubbled therethrough for 5 h. The reaction was quenched with dimethyl sulfide (50 mL). The mixture was slowly warmed to room temperature and concentrated under reduced pressure at 40° C. to provide the title compound (50.5 g, 100%); HPLC (85% acetonitrile buffered with 0.1% v/v acetic acid).

Aufarbeitung

  1. customOzone gas was bubbled
  2. customThe reaction was quenched with dimethyl sulfide (50 mL)
  3. concentrationconcentrated under reduced pressure at 40° C.

Quellen und Nachweise

ORD-Eintrag
ord-86b38d7936a2431abdf44ea739d9d899
Quelldatensatz
uspto-grants-2016_03
Patentnummer
US09278985B2

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