Réaction #1135797

ord-dcc38955e6714627b69d85307b2d3c3a

Équation de réaction

COC(=O)Cl
methyl chloroformate
C1CCOC1
tetrahydrofuran
Cc1c(N)cccc1Cl
1-chloro-2-methyl-3-aminobenzene
COC(=O)Nc1cccc(Cl)c1C
1-chloro-2-methyl-3-methoxycarbonylaminobenzene

Solvants

Conditions de réaction

Température
25°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

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

Mode opératoire

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

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09380782B2uspto-grants-2016_07