Ethyl Bromide → HCID 13557285, compound

Participants

Reaction Steps

Sodium hydride, 2.0 grams (0.05 mole) was washed repeatedly with heptane, then was stirred in 100 ml of tetrahydrofuran. To this was added 10.0 grams (0.41 mole) of 1,1-dimethylethyl(3-chloro-4-methylphenyl)carbamate (prepared in Example 4, Step A). The reaction was stirred for 5 minutes and 9.0 grams (0.083 mole) of ethyl bromide in 25 ml of tetrahydrofuran was added dropwise. Upon completion of addition the reaction mixture was stirred at ambient temperature for 16 hours. The reaction mixture was taken up in 500 ml of diethyl ether and washed with three 50 ml portions of water. The organic layer was dried with magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure to give 10.8 grams of 1,1-dimethylethyl N-ethyl-N-(3-chloro-4-methylphenyl)carbamate as an oil.

Provenance & Evidence