Methyl iodide → 2-Ethyl-2-methylacetoacetamide

2-Ethylacetoacetamide (21.0 g, 163 mmol) and 50 mL of methanol were charged to a 100 mL, 4-necked flask which was equipped with a thermometer, a nitrogen blanket line atop a condenser, an addition funnel, and a magnetic stirrer. The mixture was stirred until a homogeneous solution was obtained. To the solution was added 14.3 g of 50% aqueous sodium hydroxide solution (179 mmol, 1.1 eq), and the resulting mixture was stirred at ambient temperature for 30 minutes. Methyl iodide (25.4 g, 179 mmol, 1.1 eq) was then added to the reaction mixture through the addition funnel in 30 minutes. Upon the completion of the addition, the reaction mixture was stirred for 14 hours at ambient temperature. After this period, all volatile components were removed at 60° C./20 mmHg. The solid residue was dissolved in 100 mL of water and extracted with ethyl acetate (3×100 mL). After the ethyl acetate was removed in vacuo from the combined extracts, 20.2 g of a white solid was obtained. Crude yield: 87%.

1. customwas equipped with a thermometer
2. customwas obtained
3. stirringthe resulting mixture was stirred at ambient temperature for 30 minutes
4. additionUpon the completion of the addition
5. stirringthe reaction mixture was stirred for 14 hours at ambient temperature
6. waitAfter this period
7. customall volatile components were removed at 60° C./20 mmHg
8. dissolutionThe solid residue was dissolved in 100 mL of water
9. extractionextracted with ethyl acetate (3×100 mL)
10. customAfter the ethyl acetate was removed in vacuo from the combined extracts

ORDレコード

ord-70f597f1944643fe8b5019df5a16aeb9

出典データセット

uspto-grants-1999_07

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05922916