Process for preparing C.sub.1 -C.sub.5 alkyl 5-(substituted-phenoxy)-2-nitrobenzoate
A process of preparing C.sub.1 -C.sub.5 alkyl 5-(substituted-phenoxy)-2-nitrobenzoate such as a process for preparing methyl 5-(2',4'-dichlorophenoxy)-2-nitrobenzoate by the coupling reaction of methyl 2-nitro-5-chlorobenzoate with the potassium salt of 2,4-dichlorophenol in dimethylformamide solvent to produce a reaction product mixture containing desired ester product and byproduct potassium 5-(2',4'-dichlorophenoxy)-2-nitrobenzoate. The yield of desired ester product is increased by a process that comprises reacting said reaction product mixture in situ, with methyl chloride at a pressure of about 440 mm. Hg. to about 50 psig., for between about 0.5 hour and about 4 hours, and at a temperature between about 75.degree. C. and about 105.degree. C. In a specific embodiment the process is carried out on bench scale at a temperature of between about 75.degree. C. and about 100.degree. C. and at a pressure of between about 10 psig. and about 50 psig. In another specific embodiment the process is carried out on plant scale at a temperature of between about 75.degree. C. and about 105.degree. C. and at a pressure of between about 440 mm. Hg. and about 760 mm. Hg.
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Type: Grant
Filed: Mar 2, 1979
Date of Patent: Nov 6, 1979
Assignee: Mobil Oil Corporation (NY)
Inventors: Theresa L. Cunningham (Jackson, NJ), Clifford E. Hunt (Somerset, NJ)
Application Number: 6/16,851
