Patent ID: 7022865

Claim:
A process for preparing a tetrahydropyran compound of formula I in which R is H, or an alkyl group having 1 to 12 C atoms, which is unsubstituted or substituted by at least one halogen atom or —CN, in which one or more non adjacent CH 2 -groups are optionally, each independently, replaced by —O—, —S—, —CO—, —CF 2 —, CO—O—, —O—CO—, or —CH═CH—, A 1 , A 2 , A 3 are, each independently, a) trans-1,4-cyclohexylene b) tetrahydropyran-2,5-diyl, c) 1,4-phenylene, in which one or more non adjacent CH-groups are optionally replaced by N, d) 1,4-bicyclo[2.2.2]octylene, piperidine-2,5-diyl, e) naphthalene-2,6-diyl, f) decahydronaphthalene-2,6-diyl, g) 1,2,3,4-tetrahydronaphthalene-2,6-diyl, or h) 1,4-cyclohexenylene, wherein the groups listed under c), e) and g) are optionally substituted with —CN, —Cl, —F or OCF 3 , and wherein at least one of the groups A 1 , A 2 , or A 3 is tetrahydropyran-2,5-diyl, Z 1 is —CO—O—, —CH 2 O—, —O—, —O—CH 2 —, —CH 2 CH 2 —, —CH═CH—, —C≡C—, or a single bond, m is 0, 1, or 2, n and p are, each independently, 0, 1 or 2, and m+n+p is 2, 3 or 4, X, Y are, each independently, —H or —F, wherein at least one of X and Y is —F, and Q is H, —CN, —NCS, —F, —Cl, —CF 3 , SF 5 , —OCF 2 CHFCF 3 , —OCF 3 , —OCHF 2 , —OCHFCF 3 , or —OCF 2 CF 3 , comprising a reaction that proceeds according to the following reaction scheme: wherein FG 1 and FG 2 are the following: -FG 1 -FG 2 ═O a metal containing group, which is Li, MgBr 2 , ZnBr 2 , ZnCl 2 or Zn —Br a metal containing group, which is Li, MgBr 2 , ZnBr 2 , ZnCl 2 or Zn a metal containing group, —Br. which is Li, MgBr 2 , ZnBr 2 , ZnCl 2 or Zn