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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1835966Erstellt: 26. Oktober 2026

Methyl bicyclo[2.2.1]hept-5-ene-2-carboxylate → 4-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylate

https://huagongshe.com/reaction/1835966

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyl bicyclo[2.2.1]hept-5-ene-2-carboxylateHCID 250075—
Edukt4-Methylpentane-1,4-diolHCID 10986200—
KatalysatorSodium MethoxideHCID 10942334—
LösungsmittelTolueneHCID 1140—
Produkt4-Hydroxy-4-methylpentyl 5-norbornene-2-carboxylateHCID 2217901493%

Reaktionsschritte

A mixture of 118 g of 4-methyl-1,4-pentanediol, 173 g of methyl 5-norbornene-2-carboxylate, 1.4 g of sodium methoxide and 400 ml of toluene was heated under reflux for 5 hours while distilling off the methanol which formed during the reaction. The reaction solution was cooled, washed with saturated sodium bicarbonate water, dried over anhydrous sodium sulfate, and concentrated in vacuum. It was purified by vacuum distillation, collecting 221 g of 4-hydroxy-4-methylpentyl 5-norbornene-2-carboxylate (yield: 93%). The physical data of this product were in good coincidence with those of Synthesis Example 1.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06774258B2
Quelldatensatzuspto-grants-2004_08
ORD IDord-b64690e674fb43fbb39d6b74b5a246ab
Quellennotizuspto-grants-2004_08