تفاعل #1880941

معادلة التفاعل

L-borneol

4-n-Propyl-cyclohexanecarboxylic acid

N,N′-Dicyclohexyl carbodimide

→

(1S,2R,4S)-4,7,7-trimethylbicyclo [2.2.1]hept-2-yl 4-propyl-1-cyclohexanecarboxylate

المردود 21.4%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   ترشيحAfter filtering
2. 2
   أخرىcondensing
3. 3
   أخرىthe residue was subjected to recrystallization from a mixed solvent (CH2Cl2:methanol=1:3)

الإجراء التجريبي

Example 6 was performed as Example 1 except for substitution of 1.0 g of L-borneol, 1.28 g of 4-n-Propyl-cyclohexanecarboxylic acid, 1.61 g of N,N′-Dicyclohexyl carbodimide (DCC), 0.95 g of N,N-(dimethyl amino)-pyridine (DMAP) and 80 ml of dichloromethane into a round-bottom flask. After filtering and condensing, the residue was subjected to recrystallization from a mixed solvent (CH2Cl2:methanol=1:3), giving (1S,2R,4S)-4,7,7-trimethylbicyclo [2.2.1]hept-2-yl 4-propyl-1-cyclohexanecarboxylate, as a white solid in a 21.36% yield. The optical properties of the resulting compound were tested as in Example 1. The compound exhibited a specific rotation [α] of −22.82 and a helical pitch P of 11.8 μm, with helical twisting power of 8.45 μm−1.

المصدر