Water → Ethyl 5-methyl-3-(nitromethyl)hexanoate

Temperatur

150 °C

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).

1. temperatureAfter complete conversion, the reaction mixture was cooled to 25° C.
2. customto layer separation
3. washThe aqueous layer was washed once with 75 mL of methyl tert-butyl ether
4. washwashed once with 50 mL of water
5. customThe combined organic layers were dried
6. customthe volatiles were removed under reduced pressure

ORD-Eintrag

ord-b78177830a1643d3a4238b1c5d1e58e2

Quelldatensatz

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08546112B2