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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 274203Erstellt: 24. Oktober 2026

N,N-Dimethylaniline → (S)-2-(p-Heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidine

https://huagongshe.com/de/reaction/274203

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktN,N-DimethylanilineHCID 949—
EduktDiethyl MalonateHCID 7761—
Edukt1-Bromo-2-methylbutane, (+)-HCID 5464167—
EduktSodium MethoxideHCID 10942334—
Eduktp-Heptyloxybenzamidine hydrochlorideHCID 12238503—
Edukt(S)-4,6-dichloro-2-(p-heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidineHCID 86743091—
EduktHCID 178418361HCID 178418361—
EduktHCID 178444047HCID 178444047—
KatalysatorPalladiumHCID 23938—
LösungsmittelMethanolHCID 887—
LösungsmittelTriethylamineHCID 8471—
Produkt(S)-2-(p-Heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidineHCID 53993226—

Reaktionsschritte

A mixture of 40 g of (S)-4,6-dichloro-2-(p-heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidine [obtainable by reacting (S)-2-methylbutyl bromide with diethyl malonate in the presence of sodium methanolate, followed by condensation of the resultant diethyl (S)-2-methylbutyl malonate with p-heptyloxybenzamidine hydrochloride, and reacting the resultant (S)-4,6-dihydroxy-2-(p-heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidine with phosphoroxy trichloride and dimethylaniline], 400 ml of methanol, 40 ml of triethylamine and 20 g of Pd-C (5%) is hydrogenated at room temperature under normal pressure until the theoretical amount of hydrogen has been taken up. After filtering off the catalyst and distilling off the solvent, the residue is recrystallized from ethanol. (S)-2-(p-Heptyloxyphenyl)-5-(2-methylbutyl)-pyrimidine is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05389290
Quelldatensatzuspto-grants-1995_02
ORD IDord-2b533768100c4e4dae509e76e64796f8
Quellennotizuspto-grants-1995_02