반응 #1121745

반응 방정식

methyl tert-butyl ether

Water

NaCl

2-(3-methyl-1-nitromethyl-butyl)-malonic acid diethyl ester

water

→

5-methyl-3-nitromethyl-hexanoic acid ethyl ester

수율 94.8%

용매

DMSO

반응 조건

후처리

1. 1
   온도After complete conversion, the reaction mixture was cooled to 25° C.
2. 2
   기타to layer separation
3. 3
   세척The aqueous layer was washed once with 75 mL of methyl tert-butyl ether
4. 4
   세척washed once with 50 mL of water
5. 5
   기타The combined organic layers were dried
6. 6
   기타the volatiles were removed under reduced pressure

실험 절차

10.0 g (34 mmol) of 2-(3-methyl-1-nitromethyl-butyl)-malonic acid diethyl ester (XII, R1=ethyl) were dissolved in 140 mL of DMSO. Water (10.4 mL) and solid NaCl (14.6 g) were added and the mixture was heated for 6 hours at 150° C. After complete conversion, the reaction mixture was cooled to 25° C. and 150 mL of methyl tert-butyl ether were added. 100 mL of water were added slowly. The heterogeneous mixture was stirred for 5 minutes prior to layer separation. The aqueous layer was washed once with 75 mL of methyl tert-butyl ether. The organic layers were combined and washed once with 50 mL of water. The combined organic layers were dried and the volatiles were removed under reduced pressure to give 7.0 g of 5-methyl-3-nitromethyl-hexanoic acid ethyl ester (VIII, R1=ethyl; 93% yield).

출처