12-17-03 12:47
No 477385
It is possible to convert Nitrostyrene to
Cinnamic acid
and
Phenylacetic acid
????
The Nitro Group in Organic Syntheses p. 163
(Conversion of Nitro Compunds into Cabocyclic Acids)
…a very efficient related reaction using a mixture of sodium nitrite and acetic acid in DMSO (at 30° C ; 6 h) has been reported. Because carbon-carbon double bonds and triple bonds and other various functional groups are compatible with this reaction conditions……
JOC 62, 234 (1997)
Will this yield cinnamic acid ?
roger2003
(Hive Bee)
12-19-03 14:10
No 477818
The JOC article was ref. before:
Post 447798 (Aurelius: "Ideas", Chemistry Discourse)
Anyone can post them ?
.
(Chief Bee)
12-19-03 14:50
No 477828
(Rated as: excellent)
Novel Transformation of Primary Nitroalkanes and Primary Alkyl Bromides to the Corresponding Carboxylic Acids
Matt, C.; Wagner, A.; Mioskowski, C.
J. Org. Chem. 62, 234-235 (1997) (../rhodium/pdf /nitro2bromid
DOI:10.1021/jo962110n
The Hive - Clandestine Chemists Without Borders
(Hive Bee)
12-20-03 08:23
No 477953
1. Step
Knoevenagel Condensation of (substituted) Benzaldehyde and Nitromethan
Ber. 37, 4502 (1904)
2. Step
C=C double bond reduction
Post 426052 (Barium: "Novel high-yielding C=C reduction of nitrostyrenes", Novel Discourse)
3. Step
Transformation of Nitroalkanes to Phenylacetic Acids
J. Org. Chem. 62, 234-235 (1997)
roger2003