Ammonium Chloride → HCID 19825386, compound

To a solution of 100 g (4.52 mmol) of 5-bromo-2-chlorobenzyl alcohol in dry dichloromethane (20 ml) were added 675 mg (5.42 mmol) of 2-methoxyethoxymethyl chloride and 1.20 ml (6.89 mmol) of N,N-diisopropylethylamine in an atmosphere of argon, and the mixture was allowed to react at room temperature for 18 hours. To the reaction solution at 0° C. was a added saturated aqueous solution of ammonium chloride followed by extraction with ethyl acetate. The organic layer was washed with water and then concentrated under reduced pressure. The residue thus obtained was subjected to silica gel column chromatography for separation and purification. Elution with dichloromethane-hexane (1:5) yielded 1.23 g (3.98 mmol) of 4-bromo-1-chloro-2-(2-methoxyethoxymethoxymethyl)benzene.

1. customto react at room temperature for 18 hours
2. customat 0° C.
3. extractionfollowed by extraction with ethyl acetate
4. washThe organic layer was washed with water
5. concentrationconcentrated under reduced pressure
6. customThe residue thus obtained
7. customwas subjected to silica gel column chromatography for separation and purification
8. washElution with dichloromethane-hexane (1:5)

ORD record

ord-f0502a9f3da64a02a11a957ae5f1838a

Source dataset

uspto-grants-1991_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05043142