Mono-oxomethyl substituted polyhydrodimethanonaphthalene derivatives, organoleptic uses thereof and processes for preparing same

US4476042A · kind A · utility

Assignee

• International Flavors & Fragrances Inc. · US

Inventors

• Mark A. Sprecker · Long Branch, US
• Marie R. Hanna · Hazlet, US
• Richard J. Tokarzewski · Atlantic Highlands, US
• Robert P. Belko · Woodbridge, US
• Hugh Watkins · Lincroft, US
• Manfred H. Vock · Locust, US

Key dates

• Filing date: Oct 28, 1983
• Grant date: Oct 9, 1984
• Expiry date: Oct 28, 2003

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C47/445
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Described are mono-oxomethyl substituted polyhydrodimethanonaphthalene derivatives having the generic structure: ##STR1## wherein the dashed line represents a carbon-carbon single bond or a carbon-carbon double bond; wherein R.sub.1, R.sub.1 ', R.sub.1 ", R.sub.1 '", R.sub.1 "", R.sub.3, R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 '", R.sub.5 "" and R.sub.6 represents hydrogen or methyl with the provisos: PA1 (i) at least four of R.sub.1, R.sub.1 ', R.sub.1 ", R.sub.1 '" and R.sub.1 "" are hydrogen; and (ii) at least four of R.sub.5, R.sub.5 ', R.sub.5 ", R.sub.5 '" and R.sub.5 "" represent hydrogen; and wherein Z represents one of the moieties: PA1 (i) carboxaldehyde having the structure: ##STR2## (ii) alkylene dioxy or dialkoxy methyl having the structure: ##STR3## (iii) hydroxy methyl having the structure: ##STR4## (iv) acetoxymethyl having the structure: ##STR5## and wherein R.sub.7 and R.sub.8 taken separately represent C.sub.1 -C.sub.4 lower alkyl or R.sub.7 and R.sub.8 taken together represent C.sub.2 -C.sub.4 alkylene; wherein the line represented by: EQU [++++] is either (i) a carbon-carbon single bond when R.sub.7 and R.sub.8 taken together are C.sub.2 -C.sub.4 alkylene or (ii…