Organic Syntheses, CV 4, 21
Submitted by J. A. VanAllan
1
Checked by T. L. Cairns and R. E. Benson.
1. Procedure
A warm solution of
3 g. of ammonium nitrate in
50 ml. of anhydrous ethanol is added to a mixture of
44 g. (52.4 ml., 0.79 mole) of acrolein and
144 g. (160 ml., 0.97 mole) of ethyl orthoformate, and the mixture is allowed to react at room temperature for 6–8 hours (Note
1). The light-red solution is filtered,
4 g. of sodium carbonate is added, and the reaction mixture is distilled from the
sodium carbonate through a good column (Note
2). The fraction boiling at
120–125° is
acrolein acetal and weighs
73–81 g. (
72–80%);
nD25 1.398–1.407 (Note
3).
2. Notes
1. Refluxing causes the formation of some resinous material. The solution remains warm for about 1.5 hours after mixing.
2. The column described by Pingert
2 is suggested.
3. Discussion
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