Chloromethyl Methyl Ether → HCID 86688734, compound

To a solution of 2,4-dibromo-5-isopropylphenol (512 g, 1.74 mol) in chloroform (1.74 L), N,N-diisopropylethylamine (364 mL, 2.09 mol) was added, and cooled on ice. Chloromethyl methyl ether (159 mL, 2.09 mol) was added dropwise over 60 minutes, and the mixture was stirred at room temperature for 1 hour. The reaction mixture was cooled on ice, and a 1M aqueous solution of sodium hydroxide (1.5 L) was added dropwise to separate the organic layer. The organic layer was washed with a 1M aqueous solution of sodium hydroxide (1.5 L) and water (1.5 L), and then dried over anhydrous magnesium sulfate. After filtering off the desiccant, the solvent was distilled off under reduced pressure. The resulting residue was purified by distillation under reduced pressure (0.93 to 1.5 hpa, 122° C. to 137° C.) to give 1,5-dibromo-2-isopropyl-4-(methoxymethoxy)benzene (548 g, 96%) as a light yellow oil.

1. temperaturecooled on ice
2. temperatureThe reaction mixture was cooled on ice
3. customto separate the organic layer
4. washThe organic layer was washed with a 1M aqueous solution of sodium hydroxide (1.5 L) and water (1.5 L)
5. dry with materialdried over anhydrous magnesium sulfate
6. filtrationAfter filtering off the desiccant
7. distillationthe solvent was distilled off under reduced pressure
8. distillationThe resulting residue was purified by distillation under reduced pressure (0.93 to 1.5 hpa, 122° C. to 137° C.)

ORD record

ord-d0c1ef400eeb454295d4b84db38ab298

Source dataset

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09161945B2