Ethyl chloroformate → HCID 86734757, compound

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Reaction Steps

15.9 g. monomethyl 1,1-cycloheptane-diacetate are dissolved in 100 ml. anhydrous acetone and, in a manner analogous to that described in Example 1, first mixed with 8.1 g. triethylamine in 30 ml. acetone, thereafter with 9.8 g. ethyl chloroformate in 30 ml. anhydrous acetone and finally with 6.5 g. sodium azide in 20 ml. water. After the reaction has taken place, the reaction mixture is extracted as in Example 1 and the solution obtained of monomethyl 1,1-cycloheptane-diacetate azide is rearranged in toluene to the isocyanate. The methyl 1-isocyanatomethyl-1-cycloheptane-acetate obtained is boiled for 3 hours under reflux in 20% hydrochloric acid. Upon evaporation in a vacuum, 1-aminomethyl-1-cycloheptane-acetic acid separates out in the form of its hydrochloride, which is recrystallised from methanol/acetone/ethyl acetate; m.p. 69° - 72° C.

Provenance & Evidence