Patent ID: 8115035

Claim:
A method for synthesizing a sex attractant pheromone of formula R 3 —R 7 —R 1 —Y′ (7) comprising: producing a compound of formula Y′—R 1 —X (2) in step A, wherein step A comprises an oxidation reaction on a compound of formula Y—R 1 —X (1); producing a compound of formula in step B, wherein step B comprises an O-alkylation reaction on said compound of formula (2); producing a compound of formula (6) in step H, wherein step H comprises reacting said compound of formula (3) with a compound of formula R 3 —R 5 —R 10 -M (8b); and producing a final compound of formula R 3 —R 7 —R 1 —Y′ (7) in step F, wherein step F comprises a reduction reaction and a hydrolysis reaction on a compound of formula wherein: X is halogen, Y is —OH, Y′ is ═O, R 1 is [—CH 2 —] m , or alkyl, R 3 is CH 3 —[CH 2 ] n —, or alkyl, R 5 is [—C≡C—] p , or alkynyl, R 6 is [—C≡C—] q , or alkynyl, R 7 is —C═C—C═C—, alkenyl, or R 8 , W is —O-alkyl, —O—R 3 , or —O—CH 2 —CH 3 , R 8 is the geometric cis configuration represented by structure R 9 is —CH 3 , or alkyl, R 10 is ≡C (−) , carbon anion, or de-protonated carbon, M is a metal, sodium, lithium, potassium, or magnesium, wherein M and R 10 together may form a salt, m is independently 5, 6, 7, 8, 9, 10, 11 or 12, n is independently 1, 2 or 3, p is independently 1 or 2, and q is independently 1 or 2.