Reaction #1135797

Reaction equation

methyl chloroformate

tetrahydrofuran

1-chloro-2-methyl-3-aminobenzene

→

1-chloro-2-methyl-3-methoxycarbonylaminobenzene

Solvents

water

Conditions

Workup

1. 1
   OtherTo the reaction mixtures
2. 2
   Extractionthe resulting mixtures were extracted with ethyl acetate
3. 3
   WashThe organic layers were washed with aqueous saturated sodium bicarbonate solution
4. 4
   Dryingwere dried over anhydrous sodium sulfate
5. 5
   ConcentrationThe mixtures were concentrated under reduced pressure

Procedure

Under cooling, to a mixture of methyl chloroformate 30 mL and tetrahydrofuran 50 mL was added dropwise 1-chloro-2-methyl-3-aminobenzene 5.00 g and the mixtures were stirred at 25° C. for a half hour. To the reaction mixtures was added water and the resulting mixtures were extracted with ethyl acetate. The organic layers were washed with aqueous saturated sodium bicarbonate solution and were dried over anhydrous sodium sulfate. The mixtures were concentrated under reduced pressure to give 1-chloro-2-methyl-3-methoxycarbonylaminobenzene 5.80 g.

Source