反応 #1121745

反応方程式

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

収率 94.8%

溶媒

DMSO

反応条件

後処理

1. 1
   温度After complete conversion, the reaction mixture was cooled to 25° C.
2. 2
   その他to layer separation
3. 3
   洗浄The aqueous layer was washed once with 75 mL of methyl tert-butyl ether
4. 4
   洗浄washed once with 50 mL of water
5. 5
   その他The combined organic layers were dried
6. 6
   その他the volatiles were removed under reduced pressure

実験手順

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).

出典