The Vespiary
The Hive => Novel Discourse => Topic started by: 3base on September 16, 2002, 07:57:00 PM
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chongqing daxue xuebao, ziran kexueban 2001 24(3): 146-149 (chinese)
(Chongqing Daxue Xuebao Bianjibu, CODEN CDXZF2, ISSN 1000-582X)
"green route to the synthesis of piperonyl acetone"
Lan, Wen-Xiang; Tan, Qun; Wu, Jian-Guo (Department of Chemistry,
Yuzhou University, Chungking 400033, Peop. Rep. China).
abstract: a green route to the synthesis of piperonyl acetone
[55418-52-5] is reported. this environmental-pollution free
synthesis of piperonyl acetone involves the hydrogenation of
piperonylene-acetone [4-(1,3-benzedioxole)-3-buten-2-one [3160-37-0]]
from cinnamomum petrophilum leaves oil catalyzed by 5% Pd/C. the
cinnamomum petrophilum leaves oil is an essential oil from leaves of
a plant of cinnamomum petrophilum nees chao. the piperonyl acetone is
a perfume and an intermediate of some medicines. thus, a mixt. of
1908.0g (purity 99.6%) of piperonyleneacetone, 15 g of 5% Pd/C, and
6000 mL of ethanal was stirred for 3.0 h at 120C, under hydrogen
pressure of 1.5MPa to give 1671.5g of piperonyl acetone (purity
98.9%, yield 86.1%). this process can be given 85.8% yield of
piperonyl acetone from piperonal[120-57-0] without any waste and
waste water.
[CAS 2002 136: 279398]
(https://www.thevespiary.org/rhodium/Rhodium/hive/hiveboard/picproxie_docs/000357000-file_urrs.gif)
[55418-52-5]
piperonylacetone = 4-(3,4-Methylenedioxy)phenyl-2-butanone
M( C11H12O3 ) = 192.21 g/mol
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Post 353052 (missing)
(3base: "new hive forum: natural sources", General Discourse)
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Note that this "piperonylacetone" is not MDP2P.
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But is the aminated product active at all?
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this environmental-pollution free synthesis of piperonyl acetone involves the hydrogenation of
piperonylene-acetone [4-(1,3-benzedioxole)-3-buten-2-one ... this process can be given 85.8% yield of
piperonyl acetone from piperonal[120-57-0] without any waste and waste water.
Seems like they must have intended to describe the condensation of piperonal with acetone to form the MDphenylbutenone which is then hydrogenated to the MDP2B. If so, then the only connection to cinnamomum petrophilum would be use of this plant as a source of safrole for conversion to piperonal.
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Aurelius: That is unknown.