Ethyl acetate sulphite

Nitrosolysis of camphor ethyl acetal with ethanolic ethyl nitrite in sulphur dioxide yields the orthoester oxime (205) which is rapidly dehydrated by excess acetal to the orthoester nitrile which then reacts with sulphur dioxide to form the ester nitrile and diethyl sulphite.Further papers in this section include the full paper on ozonolysis of silyl ethers (Vol. 5, p. 33), another synthesis of camphor-enol trimethylsilyl ether (cf. Vol. 6, p. 41)/°° the conversion of camphor oxime with Grignard reagents into the corresponding imine with no aziridine formation/° the preparation of (206) by treating bornylene with trichloroacetyl isocyanate/ the oxidation of thiocam-phor to the 5-oxide and alkylation in the presence of thallium(i) ethoxide to a/S-unsaturated sulphoxides/ and the free-radical C-3 alkylation of camphor with alkenes. " ... 

Reaction of camphor diethylacetal (2 equivalents) with ethyl nitrite in the presence of excess ethanol in sulphur dioxide containing catalytic dry hydrogen chloride affords (455), camphor, and diethyl sulphite. Camphor and diethyl sulphite are by-products in the nitrolysis reaction of the acetal in which it is thought that the first-formed intermediate, the oxime (456), is rapidly dehydrated in the presence of the acetal to give (457), camphor, and ethanol. Reaction of the orthoformate (457) with sulphur dioxide to give the ester and diethyl sulphite accords with the results of control reactions. 

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