Abstract
Benzhydrol reacts with nitriles in refluxing formic acid to produce
amides arising from the Ritter reaction. This reaction does not
require a strong acid catalyst, and the products are isolated without
the need for chromatography. The conditions permit the preparation
of acrylamides and methacrylamides without polymerization of the
nitrile.
Key Words
Ritter reaction - alcohols - carboxylic acids - nitriles - amides
References
1 Krimer LI.
Cota D.
Org. React.
1969,
17:
213
2 Bishop R. In
Comprehensive Organic Synthesis
Vol.
6:
Trost BM.
Fleming I.
Winterfeldt E.
Pergamon;
Oxford:
1991.
p.261-300
3 Gullickson, G. C.; Lewis, D. E. Aust. J. Chem., 2003 , 56 , accepted for publication.
4 Cheeseman GWH.
Chem. Ind. (London, U.K.)
1954,
281
5 Cheeseman GWH.
Poller RC.
Analyst
(Cambridge, U.K.)
1962,
87:
366
6 Okada T.
Saeki K.
Kawanisi M.
Nozaki H.
Tetrahedron
1970,
26:
3661
7 Davies W.
Ramsay TH.
Stove ER.
J. Chem. Soc.
1949,
2633
8 Sanguigni JA.
Levins R.
J. Med. Chem.
1964,
7:
573
9 Loev B.
Chem.
Ind. (London, U.K.)
1964,
193
10 Koch H.
Haaf W.
Org. Synth., Coll. Vol. 5
Wiley;
London:
1973.
p.20-22
11 Haaf W.
Org.
Synth., Coll. Vol. 5
Wiley;
London:
1973.
p.739-742
12 Guyot A.
Kovache A.
Comptes Rend. Hebd.
1912,
154:
121
13 Kovache A.
Ann.
Chim.
1918,
10:
184
