Methanol → Methyl 3-(5-hydroxypyrimidin-2-yl)benzoate
Reaktionsgleichung
[OH:1][C:2]1[CH:3]=[N:4][C:5]([C:8]2[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=2)[C:11]([OH:13])=[O:12])=[N:6][CH:7]=1.S(Cl)(Cl)=O.[CH3:21]O>>[OH:1][C:2]1[CH:7]=[N:6][C:5]([C:8]2[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=2)[C:11]([O:13][CH3:21])=[O:12])=[N:4][CH:3]=1Komponenten
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
78.8 g of 3-(5-hydroxypyrimidin-2-yl)benzoic acid are suspended in 1.4 l of absolute methanol, and 32.7 ml of thionyl chloride (449.8 mmol) are subsequently carefully added dropwise at RT. The reaction batch is warmed at 80° C. for 2 h. A further 20 ml of thionyl chloride (275.7 mmol) are added, and the mixture is warmed at 80° C. for a further 2 h. In order to complete the reaction, a further 10 ml of thionyl chloride (137.8 mmol) are added, and the mixture is warmed at 80° C. for a further 2 h. For work-up, 1000 ml of methanol are removed in a rotary evaporator, and the resultant residue is filtered off. The mother liquor is reduced to about 200 ml in the rotary evaporator, and the crystals formed are filtered off. The two crystal batches are combined, dried to constant weight at 50° C. in a vacuum drying cabinet.
Aufarbeitung
- temperaturethe mixture is warmed at 80° C. for a further 2 h
- customthe reaction
- temperaturethe mixture is warmed at 80° C. for a further 2 h
- customFor work-up, 1000 ml of methanol are removed in a rotary evaporator
- filtrationthe resultant residue is filtered off
- customThe mother liquor is reduced to about 200 ml in the rotary evaporator
- customthe crystals formed
- filtrationare filtered off
- customdried to constant weight at 50° C. in a vacuum
- customdrying cabinet
Quellen und Nachweise
- ORD-Eintrag
- ord-672beea983f64bc5aced71fd6be02c4e
- Quelldatensatz
- uspto-grants-2012_07
- Patentnummer
- US08211886B2
Notizen zur Reaktion
Wird geladen…