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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 991171Erstellt: 26. Oktober 2026

Triethyl phosphite → Methyl 3-methoxy-2-[2-(2-isopropoxy-6-trifluoromethylpyrimidin-4-yloxymethyl) phenyl]acrylate

https://huagongshe.com/reaction/991171

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethyl phosphiteHCID 31215—
EduktMethyl 2-[2-(bromomethyl)phenyl]-3-methoxyprop-2-enoateHCID 53395349—
EduktMethyl 3-methoxy-2-[2-(2-isopropoxy-6-trifluoromethylpyrimidin4-on-3-ylmethyl)phenyl]acrylateHCID 69904693—
EduktHCID 178458952HCID 178458952—
KatalysatorHCID 178419072HCID 178419072—
LösungsmittelAcetoneHCID 180—
LösungsmittelOctaneHCID 356—
LösungsmittelWaterHCID 962—
ProduktMethyl 3-methoxy-2-[2-(2-isopropoxy-6-trifluoromethylpyrimidin-4-yloxymethyl) phenyl]acrylateHCID 53395020—

Reaktionsschritte

2.22 g of 2-isopropoxy-6-trifluoromethyl-4-hydroxypyrimidine and 0.86 g of copper(I) oxide were suspended in 50 ml of octane. The suspension was refluxed until no water was recognized to form, while formed water was being taken into a quantitative water receiver. 1.86 g of triethyl phosphite was added, and, 30 minutes later, 3.65 g of methyl 3-methoxy-2-(2-bromomethylphenyl)acrylate was added at an instance. The reaction was carried out for 6 hours at reflux of octane. The solution was cooled down to room temperature. 20 ml of acetone was added to it. Insoluble matter was filtrated and washed with 10 ml of acetone twice. The mixed solution of the obtained filtrate and washings was analyzed with high-performance liquid chromatography. Yields were 82.1% for the target compound, and as for byproducts 3.1% for methyl 3-methoxy-2-[2-(2-isopropoxy-6-trifluoromethylpyrimidin4-on-3-ylmethyl)phenyl]acrylate and 14.8% for 4-(α-methoxy)methylen-2H-chromen-3(4H-one.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06462195B1
Quelldatensatzuspto-grants-2002_10
ORD IDord-c974b90f9d23481e9b48a7780005ea0f
Quellennotizuspto-grants-2002_10