6-Chloropyridine-3-carbaldehyde → 2-(Chloropyrid-5-yl)-(4-chlorophenyl)methanol

HRID 18070

Reaction equation

HRID 18070 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2[CH2:15]Br)=[CH:4][N:3]=1.ClC1C=CC([Mg]Br)=CC=1.ClC1C=CC(C=[O:34])=CN=1>O1CCCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[C:12]([Cl:14])[CH:11]=[CH:10][C:9]=2[CH2:15][OH:34])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 27640536-Chloropyridine-3-carbaldehydeHCID 225067852-(Chloropyrid-5-yl)-(4-chlorophenyl)bromomethaneHCID 178478191HCID 178478191, compound

Product 1

HCID 225067922-(Chloropyrid-5-yl)-(4-chlorophenyl)methanol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

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.

Sources & evidence

ORD record
ord-ce483d21a0764f32b303eb4437437310
Source dataset
uspto-grants-2010_06
Patent number
US07741316B2

Linked notes

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