摘要:
A PROCESS FOR PREPARING B-SANTALOL, USEFUL IN PERFUME COMPOSITIONS, FROM 3-METHYLNORCAMPHOR COMPRISING THE STEPS OF (1) ALKYLATING 3-METHYLNORCAMPHOR IN STRONG BASE WITH AN ALLYL HALIDE; (2) REACTING THE REACTION PRODUCT OF STEP (1) WITH A METHYLMETALLIC COMPOUND, SUCH AS METHYLITHIUM, FOLLOWED BY HYDROLYSIS; (3) BROMINATING THE REACTION PRODUCT OF STEP (2); (4) DEHYDROBROMINATING THE REACTION PRODUCT OF STEP (3) WITH A BASE, SUCH AS SODIUM AMIDE; (5) DEHYDRATING THE REACTION PRODUCT OF STEP (4) WITH A DEHYDRATING AGENT, SUCH AS THIONYL CHLORIDE; (6) REACTING THE REACTION PRODUCT OF STEP (5) WITH A COMPOUND, SUCH AS DI(SEC.-ISO-AMYL) BORANE FOLLOWED BY AN OXIDATION; (7) REACTING THE REACTION PRODUCT OF STEP (6) WITH (CARBETHOXYETHYLIDENE)TRIPHENYLPHOSPHORANE; AND (8) REDUCING THE REACTION PRODUCT OF STEP (7) WITH A REDUCING AGENT, SUCH AS LITHIUM ALUMINUM HYDRIDE, TO OBTAIN B-SANTALOL, AND NOVEL COMPOUNDS PRODUCED THEREIN ARE DISCLOSED.
摘要:
The compounds 2-methylene-3-exo(trans-4''-methyl-5''-hydroxypent3'' -enyl)bicyclo(2.2.1)heptane, 2-methylene-3-exo-(cis-4''-methyl5''-hydroxypent-3''-enyl)bicyclo(2.2.1)heptane and 2-methylene-3exo(4''-methyl-5''-hydroxypentyl)bicyclo(2.2.1)-heptane, all of which are useful as perfumes, and processes for their preparation are disclosed.
摘要:
A PROCESS FOR THE PREPARATION OF CIS-B-BERGAMOTENE INVOLVING A NOVEL CYCLIZATION REACTION IS DISCLOSED. THE NOVEL CYCLIZATION REACTION CAN BE USED TO FORM NOVEL OXATRICYCLO(5.2.0.04,9) NONYL COMPOUNDS. CIS-B-BERGAMOTENE AND THE NOVEL OXATRICYCLO(5.2.2.04,9) NONYL COMPOUNDS ARE USEFUL AS PERFUMES.
摘要:
THE NOVEL ODORANT COMPOUNDS 2-METHYL-5-BROMOPENTYL TETRAHYDROPRANYL ETHER AND TERTRAHYDROPYRANYL ETHER OF 3 - ENDO - METHYL-3-EXO-(4''-METHYL-5''-HYDROXYPENTYL) PENTYL) NORCAMPHOR AND A PROCESS FOR PREPARING 2-METRHYL5-BROMOPENTYL TETRAHYDROPYRANYL ETHER, TETRAHYDROPYRANYL ETHER OF 3-ENDO-METHYL-3-EXO-(4''-METHYL-5''-HYDROXYPENTYL) NORCAMPHOR AND 3 - ENDO-METHYL-3-OX-(4''-MERHYL-5-HYDROXPENTYL) NORCAMPHOR COMPRISING THE STEPS OF: (1) THE ESTER N THE PRESENCE OF A FREE RADICAL CATALYST; (3) REDUCING THE HYDROBROMINATED ESTER TO 2-METHYL-5-BROMOPENTANOL; (4) ETHERFYING 2-METHYL-5BROMOPHENTANOL WITH DIHYDROYRAN TO OBTAIN THE NOVEL COMPOUND 2-METHYL-5BROMOPENTYL TETRAHYDROPYRANYL ETHER; (5) ALKYLATING 3METHLONOCRAMPHOR WITH THE 2 - METHY -5-BROMOPENTYL TETRAHYDROPYRANYL ETHER TO OBTAIN THE NOVEL COMPOUND, TERAHYDROPYRANYL ETHER OF 3 - ENDO - METHYL - 3-OXO(4'' METHYL -5''-HYDROXYPENTYL) NORCAMPHOR; AND (6) TREATING TERTRAHYDROPYRANYL ETHER OF 3 - ENDO - METHYL - 3-OXO(4'' METHYL - 5'' - HYDROXYPENTYL) NORCAMPHOR WITH P-TOLUENESULFONIC ACID OR HYDROCHLORID ACID TO OBTAIN 3-ENDO-METHYL3-EXCO(4''MEHYL-5''-HYDROXPENTYL) NORCAMPHOR.
摘要:
THE NOVEL COMPOUNDS, 2-METHYL-5-BROMOPENTANOL AND 3-ENDO-METHYL-3-EXO(4'' - METHYL - 5'' - HYDROXYPENTYL) NORCAMPHOR AND THE PROCESS FOR PREPARING 2-METHYL-5BROMOPENTANOL AND 3 - ENDO-METHYL-3-EXO(4''-METHYL-5''HYDROXYPENTYL)NORCAMPHOR FROM 2 - METHYL-4-PENTENOL COMPRISING THE STEPS OF (1) BORATING 2-METHYL-4-PENTENOL WITH BORIC ACID AND/OR BORIC ANHYDRIDE TO OBTAIN TRI(2-METHYL-4-PENTENYL)BORATE; (2) HYDROBROMINATING THE TRI(2-METHYL-4-PENTENYL)BORATE IN THE PRESENCE OF A FREE RADICAL CATALYST AND, SUBSEQUENTLY, HYDROLYZING THE REACTION PRODUCT TO OBTAIN 2-METHYL-5-BROMOPENTANOL; (3) BORATING THE 2-METHYL-5-BROMOPENTANOL WITH BORIC ACID AND/OR BORIC ANHYDRIDE TO OBTAIN TRI(2-METHYL-5-BROMOPENTYL)BORATE; (4) ALKYLATING 3- METHYLNORCAMPHOR WITH THE TRI(2-METHYL-5-BROMOPENTYL)BORATE AND, SUBSEQUENTLY, HYDROLYZING THE REACTION PRODUCT TO OBTAIN 3-ENDOMETHYL-3-EXO(4''METHYL-5''-HYDROXPENTYL)NORCAMPHOR.
摘要:
A process for preparing Beta -santalol, useful in perfume compositions, from 3-methylnorcamphor comprising the steps of 1. ALKYLATING 3-METHYLNORCAMPHOR WITH Beta BROMOPROPIONALDEHYDE ETHYLENE GLYCOL ACETAL; 2. REACTING THE REACTION PRODUCT OF Step (1) with a methylmetallic compound, such as methyllithium, followed by acid hydrolysis; 3. REACTING THE REACTION PRODUCT OF Step (2) with (carbethoxyethylidene)triphenylphosphorane; 4. DEHYDRATING THE REACTION PRODUCT OF Step (3) with a dehydrating agent, such as thionyl chloride; and 5. REDUCING THE REACTION PRODUCT OF Step (4) with a reducing agent, such as lithium aluminum hydride, to obtain Beta santalol, AND NOVEL COMPOUNDS PRODUCED THEREIN ARE DISCLOSED.