MMDA-2: Carpacin from sesamol

[Trypstar]

"Total Synthesis of Carpacin and Its Geometric Isomer ... "
Journ. of the Chin. Chem. Society 2000, 47, 1165-1169

Available online (full):

http://www.sinica.edu.tw/~ccswww/zj-OR-2000-P1165.PDF

As it says, it describes the synthesis of carpacin (6-methoxy-3,4-methylenedioxy-1-allylbenzene) from sesamol (3,4-methylenedioxyphenol).

[3base]

great find Trypstar !

send this good pdf over to rhodium !
you find his present email-address at the end of his page:

https://www.thevespiary.org/rhodium/Rhodium/chemistry/index.html

this is good new material for a MMDA-2 section on
rhodium's page, that i suggested some days ago in

Post 324781

(3base: "Re: does it give a % of the oil", Chemicals & Equipment).

 > As it says, it describes the synthesis of carpacin
(6-methoxy-3,4-methylenedioxy-1-allylbenzene) from sesamol
(3,4-methylenedioxyphenol).

a little error-correction:
carpacin is a propenylbenzene, that is also an excellent
precursor. here are some other possible names:

carpacin
= 1,2-methylenedioxy-5-methoxy-4-trans-propenylbenzene
= 3,4-MD-6-MeO-(E)-propenylbenzene
= 6-methoxy-trans-isosafrole
= 6-MeO-(E)-isosafrole

according to shulgin, the allyl isomer is called asaricin, see:

TMA

(http://www.erowid.org/library/books_online/pihkal/pihkal157.shtml)

[Trypstar]

Oops, sorry .. I should've paid attention when copying and pasting it from an old Hive post.

But the allyl-isomer (asaricin) is actually also produced, next to the carpacin.