Method for production naphthalene derivatives

Details Method for production naphthalene derivatives Method for production naphthalene derivatives

2007-10-02

2007-10-02

Saeed, Kamal A. (Department: 1626)

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

Organic compounds

Oxygen containing

C568S649000, C568S632000, C562S824000

Reexamination Certificate

active

10537307

ABSTRACT:
The present invention relates to a process for the preparation of a compound of the general formulain-line-formulae description="In-line Formulae" end="lead"?R-(A1-Z-)mB—CF2O-A2-(A3)n—R′  (I)in-line-formulae description="In-line Formulae" end="tail"?in whichR is alkyl, in which one or more CH2groups may be replaced, independently of one another, by O, CF2, CH═CH, CH═CF or CF═CF, with the proviso that peroxide structures O—O and formaldehyde acetals O—CH2—O are excluded,A1is, independently of one another, 1,4-cyclohexylene, 2,5-1,3-dioxanylene, 1,3-cyclobutylene orA2and A3are 1,4-phenylene, in which, independently of one another, from one to four hydrogens may be replaced by fluorine or one or two CH groups may be replaced by N,Z is a single bond, —CH2—CH2—, —CF2—CF2—, —CH═CH—, —CF═CF—, —CH═CF— or —CF═CH—,B is 2,6-disubstituted naphthalene, 2,6-disubstituted 5,6,7,8-tetrahydronaphthalene or 2,6-disubstituted trans-decalin,R′ is R, F, OCF3, OCF2H, CF3, CI, SF5, CN or NCS, andm and n are, independently of one another, 0 or 1,comprising the following steps:a) conversion of a compound of the general formulain-line-formulae description="In-line Formulae" end="lead"?R-(A1-Z-)mBX ,  (II)in-line-formulae description="In-line Formulae" end="tail"? in which X is halogen or ═O and the other symbols are as defined in relation to the formula (I), into a carboxylic acid derivative with elimination of the group X and introduction of a C1 unit;b) reaction of the carboxylic acid derivative with a phenol of the general formulain-line-formulae description="In-line Formulae" end="lead"?HO-A2(-A3)n—R′,  (III)in-line-formulae description="In-line Formulae" end="tail"? in which A2, A3, R′ and n are as defined in relation to the formula (I), to give the compound of the formula (I).

REFERENCES:
John McMurry, Organic Chemistry, 2ndEdition p. 725-726.

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