Water → 1-Bromo-4-(methoxymethoxymethyl)benzene

To a solution of 4-bromobenzyl alcohol (2.8 g) and diisopropylethylamine (2.5 g) in dichloromethane (30 mL) was added chloromethyl methyl ether (1.3 g) at 0° C., and the mixture was stirred at room temperature for 14 hours. To the reaction mixture was water, and the mixture was extracted diethyl ether. The organic layer was washed with water and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1) to give 1-bromo-4-[(methoxymethyloxy)methyl]benzene (3.0 g).

1. extractionthe mixture was extracted diethyl ether
2. washThe organic layer was washed with water
3. dry with materialdried over anhydrous magnesium sulfate
4. customthe solvent was removed under reduced pressure
5. customThe residue was purified by column chromatography on silica gel (eluent: hexane/ethyl acetate=5/1)

ORD record

ord-e24f573036ff4a2aaa16817ca2bb8277

Source dataset

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07087579B2