Organic Syntheses, Coll. Vol. 3, p.613 (1955); Vol. 25, p.71 (1945).
B. Methyl sebacamate.
Two and one-half liters of concentrated aqueous ammonia (about 28%)
in a 4-l. beaker
or enameled pot (Note 2)
is stirred vigorously with an off-center stirrer and chilled to 8° in a cooling bath. The crude chloride from part A is added slowly from a dropping funnel
to the solution, which is kept below 8° throughout the addition. A vigorous reaction takes place, and methyl sebacamate
precipitates immediately. After the addition has been completed, the product is filtered by suction and washed with 200 ml. of cold water. After 3 days' drying in a vacuum desiccator
, the methyl sebacamate
weighs 200–204 g.
) and melts at 72–74° (Note 3)
A variety of enameled-steel pots known as bain-marie is available from the American Specialty Company, Rochester, New York.
The yield is no higher with the distilled chloride.
These compounds have been described in the literature.2,3
This preparation is referenced from:
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