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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 76248Erstellt: 24. Oktober 2026

Thionyl Chloride → Hexahydro-2,5-methano-pentalene-3a-carbonyl chloride

https://huagongshe.com/de/reaction/76248

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktThionyl ChlorideHCID 24386—
EduktHexahydro-2,5-methanopentalene-3a(1H)-carboxylic acidHCID 2733865—
LösungsmittelTolueneHCID 1140—
ProduktHexahydro-2,5-methano-pentalene-3a-carbonyl chlorideHCID 13182402—

Reaktionsschritte

3-Noradamantane carboxylic acid (4.99 g, 30.1 mmol) and SOCl2 (5 mL, 69 mmol) in toluene (5 mL) were heated to 65° C. until vigorous evolution of gas commenced. The heating bath was removed for 5-10 minutes until gas evolution had moderated. Heating the reaction again at 65° C. was resumed for 2 hours. The reaction was cooled to room temperature, the volatiles removed in vacuo and toluene added and evaporated (2×) to remove excess SOCl2. The crude acid chloride was used without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08835475B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-ca9fc7d8aa2b4d27a2f2cc662805fc08
Quellennotizuspto-grants-2014_09