Hydrochloric Acid → 2-(4-Chloro-3-methoxy-phenoxymethyl)-1-(3,5-dichloro-benzyl)-1H-imidazole

To a mixture of 2-chloromethyl-1-(3,5-dichlorobenzyl)-1H-imidazole hydrochloride (see Example 1) (150 mg, 0.5 mmol), 4-chloro-3-methoxyphenol (158 mg, 1 mmol) and DMSO (1 mL) was added K2CO3 (415 mg, 3 mmol). The reaction was stirred at ambient temperature for 8 h before diluting with water (10 mL). A solution of 1N HCl was added until the mixture was only slightly basic (pH 8) before extracting with EtOAc (30 mL). The EtOAc phase was washed with water (10 mL), dried (Na2SO4) and concentrated in vacuo. The residue was purified by column chromatography (silica gel, 1:2, hexanes/EtOAc) to afford the title compound (194 mg, 97%) as a white solid: ESI MS m/z 397 [C18H15Cl3N2O2+H]+.

1. extractionbefore extracting with EtOAc (30 mL)
2. washThe EtOAc phase was washed with water (10 mL)
3. dry with materialdried (Na2SO4)
4. concentrationconcentrated in vacuo
5. customThe residue was purified by column chromatography (silica gel, 1:2, hexanes/EtOAc)

ORDレコード

ord-90060fad463942c5b7cd8a8acbec1de9

出典データセット

uspto-grants-2009_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US07572921B2