Process for preparation of spirofluorenols

Details Process for preparation of spirofluorenols Process for preparation of spirofluorenols

2006-08-08

2006-08-08

Price, Elvis O. (Department: 1621)

Organic compounds -- part of the class 532-570 series

Organic compounds

Oxygen containing

C568S707000, C568S716000, C568S714000, C568S808000, C568S809000

Reexamination Certificate

active

07087798

ABSTRACT:
A spirofluorenol such as 3′,9′-dimethoxy-5′-hydroxyspiro[(1H-cyclopent[d,e,f]phenanthrene)-1,7′-benzo[c]fluorene] is produced by protecting a hydroxyl group bonded to a particular fluorenone compound such as 3,9-dimethoxy-5-hydroxybenzo[c]fluorene-7-one with “a substituted silyl group in which the sum of carbon atoms of substituents bonded to a silicon atom is 5 to 12”, such as a t-butyldimethylsilyl group, then, reacting the fluorenone compound with a particular organometal compound such as 1-lithiophenanthrene so as to be transformed into a spiro form and, then, removing the protection therefrom. This method makes it possible to efficiently produce the spirofluorenol which is useful as a starting material for producing photochromic compounds.

REFERENCES:
patent: 1 054 010 (2000-11-01), None
patent: 10-508031 (1998-08-01), None
patent: 2000034418 (2000-02-01), None
patent: 2001192378 (2001-07-01), None
patent: WO 96/14596 (1996-05-01), None
Ried, Walter et al., Reactions with cyclopentadienones XVI. Reaction products of 1,1-diaryl-2-propyn-1-ols and 1-methoxy-1, 1-diaryl-2propynes with cyclopentadienones Chemische Berichte, 1969, vol, 102, No. 6, pp. 1904 to 1916.

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