Reaction #46348

ord-ce483d21a0764f32b303eb4437437310

Reaction equation

Clc1ccc(CBr)c(-c2ccc(Cl)nc2)c1
2-(Chloropyrid-5-yl)-(4-chlorophenyl)bromo-methane
Clc1cc[c]([Mg][Br])cc1
4-chlorophenylmagnesium bromide
O=Cc1ccc(Cl)nc1
2-chloropyridine-5-carboxaldehyde
OCc1ccc(Cl)cc1-c1ccc(Cl)nc1
2-(chloropyrid-5-yl)-(4-chlorophenyl)methanol

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

2-(Chloropyrid-5-yl)-(4-chlorophenyl)bromo-methane may be prepared by carrying out the procedure in a manner similar to Example 84, starting with 22.5 cm3 of 4-chlorophenylmagnesium bromide (1 M solution in ethyl ether) in 30 cm3 of tetrahydrofuran, under an inert argon atmosphere, and 2.9 g of 2-chloropyridine-5-carboxaldehyde in 30 cm3 of tetrahydrofuran. 3.42 g of 2-(chloropyrid-5-yl)-(4-chlorophenyl)methanol are thus obtained in the form of a pale green powder.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07741316B2uspto-grants-2010_06