Process for making .omega.-chloro-2,3,4-trihydroxyacetophenone

Details Process for making .omega.-chloro-2,3,4-trihydroxyacetophenone Process for making .omega.-chloro-2,3,4-trihydroxyacetophenone

1979-08-20

1980-08-19

Jiles, Henry R.

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

26034622, 568319, 568337, C07D31178, C07C 4978

Patent

active

RE0303771

ABSTRACT:
8-Methoxypsoralen is prepared in six steps from pyrogallol including condensation of pyrogallol with a two-fold excess of chloroacetic acid with boron trifluoride hydrogenation of [6,7-dihydroxy-2,3-dihydrobenzofuran] 6,7-dihydroxycoumaranone and dehydrogenation of [2,3] 4',5'-dihydroxanthotoxin. Improvements in these three steps lead to a marked overall increase in yield.

REFERENCES:
Lagercrantz, Acta Chemica Scandinavica 10, 1956, pp. 647-654.
House, Modern Synthetic Reactions, 2nd Edition, 1972, pp. 3 and 37-40.
Buu-Hoi et al., J. Org. Chem. 20 (1955), pp. 606-609.
Davies et al., J. Chem. Soc., 1950, pp. 3202-3206.
Seshadri et al., Indian Jour. Chem., 1(7) 1963, pp. 291-294.

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