Author Topic: green route to the synthesis of piperonyl acetone  (Read 1221 times)

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3base

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green route to the synthesis of piperonyl acetone
« on: September 16, 2002, 07:57:00 PM »
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]




[55418-52-5]
piperonylacetone  =  4-(3,4-Methylenedioxy)phenyl-2-butanone
M( C11H12O3 ) = 192.21 g/mol



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Rhodium

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Note that this "piperonylacetone" is not MDP2P.
« Reply #1 on: September 16, 2002, 08:49:00 PM »
Note that this "piperonylacetone" is not MDP2P.

Aurelius

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sure isn't
« Reply #2 on: September 17, 2002, 06:35:00 AM »
But is the aminated product active at all?

terbium

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Something left out?
« Reply #3 on: September 17, 2002, 06:41:00 AM »
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.

Rhodium

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Aurelius: That is unknown.
« Reply #4 on: September 17, 2002, 05:52:00 PM »
Aurelius: That is unknown.