Reaktion #163430

Reaktionsgleichung

3-Noradamantane carboxylic acid

SOCl2

→

hexahydro-2,5-methanopentalene-3a(1H)-carbonyl chloride

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe heating bath was removed for 5-10 minutes until gas evolution
2. 2
   TemperaturHeating
3. 3
   Sonstigethe reaction again at 65° C.
4. 4
   Sonstigethe volatiles removed in vacuo and toluene
5. 5
   workup.ADDITIONadded
6. 6
   Sonstigeevaporated (2×)
7. 7
   Sonstigeto remove excess SOCl2
8. 8
   SonstigeThe crude acid chloride was used without further purification

Vorschrift

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.

Quelle