Claims
- 1. The process for preparing a mixture of compounds defined according to the structures: ##STR97## comprising the steps of: (i) carrying out the reaction: ##STR98## at a temperature up to 200.degree. C. in the absence of catalyst or at a temperature of between -10.degree. C. and +30.degree. C. in the presence of a Lewis acid catalyst;
- (ii) then carrying out the reaction: ##STR99## with a reducing agent selected from the group consisting of sodium borohydride, lithium aluminum hydride and the compound having the structure: ##STR100## (iii) or carrying out the two reactions: (a) ##STR101## in the presence of an inert solvent at a temperature in the range of 0.degree. C. to 100.degree. C.; and
- (b) ##STR102## (iv) and then carrying out the reaction: ##STR103## at a temperature in the range of 25.degree. C. up to 150.degree. C. in the presence of a solvent and an acid catalyst
- wherein R.sub.1, R.sub.2, R.sub.3 ' and R.sub.3 " each represents hydrogen or methyl with the provisos:
- (i) one or two of R.sub.1, R.sub.2, R.sub.3 ' and R.sub.3 " represents methyl;
- (ii) R.sub.1 and/or R.sub.2 represents methyl;
- (iii) at least one or R.sub.3 ' and R.sub.3 " is hydrogen; and
- (iv) when R.sub.1 and R.sub.2 is methyl then R.sub.3 ' and R.sub.3 " are hydrogen
- wherein R.sub.4 ' hydrogen or C.sub.1 -C.sub.5 alkyl; R.sub.4 is C.sub.1 -C.sub.5 alkyl; D represents a cyclizing reagent which is either:
- (a) methane sulfonic acid, aqueous hydrochloric acid, sulfuric acid or phosphoric acid in combination with a polar solvent; or
- (b) a Lewis acid in the presence of toluene, xylene or chloroform
- and M represents MgX or Li wherein X is chloro, bromo or iodo.
- 2. The genus of compounds defined according to the structure: ##STR104##
Parent Case Info
This is a divisional of application Ser. No. 588,825, filed 9/27/90.
US Referenced Citations (2)
Number |
Name |
Date |
Kind |
4267067 |
Sprecker et al. |
May 1981 |
|
4269862 |
Sprecker et al. |
May 1981 |
|
Non-Patent Literature Citations (1)
Entry |
"Perfume and Flavor Chemicals" (Aroma Chemicals) 1969 (Published by the author), Monograph 616. |
Divisions (1)
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Number |
Date |
Country |
Parent |
588825 |
Sep 1990 |
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