P-Anisidine → 2-bromo-N-(4-methoxyphenyl)acetamide

温度

-20 °C

The title compound was prepared via a modification of the literature procedure (Vloon, W. J.; Kruk, C.; Pandit, U. K.; Hofs, H. P.; McVie, J. G. J. Med. Chem. 1987, 30, 20-4.). To a solution of 4-methoxyaniline (4.93 g, 40.0 mmol) in methylene chloride (200 mL) was added diisopropylethylamine (7.66 mL, 44.0 mmol). The resulting mixture was cooled to -20° C., and bromoacetyl bromide (3.82 mL, 44.0 mmol) was added slowly. The reaction mixture was warmed to room temperature over 20 minutes and stirred additional 30 minutes. The reaction mixture was diluted with water (100 mL), stirred for 30 minutes and the organic layer was separated. The organic layer was washed with water (2×100 mL), brine (100 mL), dried over magnesium sulfate and concentrated in vacuo to afford a beige solid (9.68 g) which was recrystallized from ethyl acetate to provide bromo-N-(4'-methoxyphenyl) acetamide as a white crystal (6.31 g, 65%).

1. temperatureThe reaction mixture was warmed to room temperature over 20 minutes
2. stirringstirred for 30 minutes
3. customthe organic layer was separated
4. washThe organic layer was washed with water (2×100 mL), brine (100 mL)
5. dry with materialdried over magnesium sulfate
6. concentrationconcentrated in vacuo

ORDレコード

ord-31510005cb0e41a8bc1bf6667b597d44

出典データセット

uspto-grants-1998_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05798360