Process for producing cyanoformate esters
AssigneeCreanova Inc.
InventorsThomas V. John, Gerald L. Larson, Chitoor S. Subramaniam
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Abstract
Alkyl, aralkyl or aryl cyanoformate esters having from one to 20 carbon atoms are prepared by anhydrously reacting stoichiometric amounts of the corresponding alkyl, aralkyl or aryl haloformate and an organosilyl nitrile in the presence of a catalytic amount of a tertiary amine base, preferably 1,4-diazabicyclo2.2.2!octane, in the absence or presence of an inert solvent. The reaction is conducted at a temperature of from about -30.degree. C. to 70.degree. C., preferably at from about 5.degree. C. to 30.degree. C.
Claims22
A process for producing a C.sub.1 -C.sub.20 alkyl, aralkyl or aryl cyanoformate ester comprising reacting stoichiometric amounts of a corresponding C.sub.1 -C.sub.20 alkyl, aralkyl or aryl haloformate and an organosilyl nitrile selected from the group consisting of dimethyldicyanosilane and methyltricyanosilane, in the presence of a catalytic amount of a tertiary amine base.
A process for producing a cyanoformate ester having the formula R.sup.1 OCOCN, in accordance with the following reaction scheme:
- ##STR2## where R.sup.1 is selected from the group consisting of alkyl, aralkyl and aryl having from one to twenty carbon atoms, R.sup.2 methyl N is 2 on 3, X is a halogen and the catalyst is a tertiary amine base, and the reaction (I) is conducted under anhydrous conditions.
A process for producing a C.sub.1 -C.sub.20 alkyl, aralkyl or aryl cyanoformate ester comprising reacting stoichiometric amounts of a corresponding C.sub.1 -C.sub.20 alkyl, aralkyl or aryl haloformate and a C.sub.1 -C.sub.6 alkylsilyl nitrile in the presence of a catalytic amount of 1,4-diazabicyclo2.2.2!octane, recovering the catalyst and the cyanoformate ester product by distillation, and thereafter recycling the catalyst and the C.sub.1 -C.sub.6 alkylsilyl halide reaction by-product in the further practice of the process.
Dependencies are inferred from the claim text.