Reaktion #42029

Reaktionsgleichung

thionyl chloride

1-(2-ethyl-butyl)-cyclohexanecarboxylic acid

cyclo-hexanecarboxylic acid

tributylamine

1-(2-ethyl-butyl)-cyclohexanecarboxylic acid anhydride

1-(2-ethyl-butyl)-cyclohexanecarboxylic acid

→

1-(2-ethyl-butyl)-cyclohexanecarbonyl chloride

Ausbeute 95.8%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas kept at 53-55° C
2. 2
   SonstigeAfter removing volatile components in vacuo (60° C. bath, 2.7-1.9 mbar followed by 120° C. bath, 8.8-13 mbar) 24.86 g of the residue

Vorschrift

A mixture of 103.0 mmol 1-(2-ethyl-butyl)-cyclohexanecarboxylic acid, 38.9 mmol cyclo-hexanecarboxylic acid and 173 μL tributylamine (0.71 mmol=0.005 eq. relative to the sum of both acids) was warmed to 50° C. 12.4 mL (170.3 mmol=1.2 Eq. relative to the sum of both acids) of thionyl chloride was added during 16 minutes at a temperature of 44-51° C. (reaction is endothermic, vigorous gas evolution) and the reaction mixture was kept at 53-55° C. After 15 minutes the reaction was complete (0.08% 1-(2-ethyl-butyl)-cyclohexanecarboxylic acid and no 1-(2-ethyl-butyl)-cyclohexanecarboxylic acid anhydride). After removing volatile components in vacuo (60° C. bath, 2.7-1.9 mbar followed by 120° C. bath, 8.8-13 mbar) 24.86 g of the residue was obtained (assay 95.8% 1-(2-ethyl-butyl)-cyclohexanecarbonyl chloride, yield 100%).

Quelle