Patent ID: 8232397

Claim:
A process for the preparation of a compound of Formula (VII) according to the following reaction scheme: wherein: R is an alkyl or substituted alkyl; R 1 is selected from the group consisting of an alkyl, a substituted alkyl, a cycloalkyl, and a substituted cycloalkyl; R 2 and R 3 are independently selected from the group consisting of hydrogen, hydrocarbyl and substituted hydrocarbyl; R 4 and R 5 are independently selected from the group consisting of hydrogen, hydrocarbyl, substituted hydrocarbyl, halogen, {—}OH, {—}NH 2 , {—}SH, {—}SR 10 , and {—}OR 10 ; R 6 and R 7 are independently selected from the group consisting of hydrogen, a protecting group, hydrocarbyl, and substituted hydrocarbyl; R 8 , R 9 , and R 10 are independently selected from the group consisting of hydrocarbyl and substituted hydrocarbyl; M is selected from the group consisting of a metal cation having a charge of +1, and a metal cation group having a charge of +2; X is oxygen; and X 1 is a halogen; the process comprising: (a) contacting a compound of Formula (I) with a dienophile in the presence of a solvent comprising water to form a compound of Formula (II); (b) contacting the compound of Formula (II) with an aprotic solvent and a catalyst that catalyzes hydrogen addition to form a compound of Formula (III); (c) contacting the compound of Formula (III) with R 9 MgX 1 to form the compound of Formula (IV); (d) contacting the compound of Formula (IV) with X 1 CN to form the compound of Formula (V); (e) contacting the compound of Formula (V) with a hydrolysis agent to form the compound of Formula (VI); and (f) contacting the compound of Formula (VI) with MCO 3 a catalytic additive, and R 1 X 1 , the amount of alkenyl impurity in R 1 X 1 being less than 0.15% by weight, and heating the reaction mixture to a temperature of less than 60° C. to form the compound of Formula (VII).