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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1762641Erstellt: 25. Oktober 2026

Cyclobutanol → 2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acid

https://huagongshe.com/reaction/1762641

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCyclobutanolHCID 76218—
Edukt2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acidHCID 53915596—
Edukt2,2-Dimethyl-3-(3-hydroxy-3-oxo-1-propenyl)-cyclopropane-carboxylateHCID 73509183—
Produkt2,2-Dimethyl-3-(3-cyclopropylmethoxy-3-oxo-1-propenyl) cyclopropane-carboxylic acidHCID 53915596—
Produkt2,2-Dimethyl-3-(3-cyclobutoxy-3-oxo-1-propenyl)-cyclopropane-carboxylateHCID 73675571—

Reaktionsschritte

Using the procedure of Example 84, 2.1 g of (R, S) cyano-2-(6-phenoxy-pyridyl)-methyl (1R, cis, ΔZ) 2,2-dimethyl-3-(3-hydroxy-3-oxo-1-propenyl)-cyclopropane-carboxylate and 1 ml of cyclobutanol were reacted and the oil residue was chromatographed over silica gel. Elution with an 8-1 cyclohexane-ethyl acetate mixture yielded 1.6 g of (R, S) cyano-2-(6-phenoxy-pyridyl)-methyl (1R, cis, ΔZ) 2,2-dimethyl-3-(3-cyclobutoxy-3-oxo-1-propenyl)-cyclopropane-carboxylate with a specific rotation of [α]D20 =+44.5°±2° (c=0.5% in benzene).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04833163
Quelldatensatzuspto-grants-1989_05
ORD IDord-7a8c1cbc0d3841369c620924bb164f55
Quellennotizuspto-grants-1989_05