Sodium Acetate → 2,6-Dibromobenzyl acetate

Temperature

105 °C

To the solution of 1,3-dibromo-2-bromomethylbenzene (71.3 g) in DMF (300 mL) was added sodium acetate (91.7 g) and the resulting mixture was stirred at 105° C. for 6 h. The mixture was cooled and quenched with water (1500 mL) and extracted with ethyl acetate (1000 mL×2). The combined organic layers were washed with water (1000 mL) and brine (1000 mL), dried over anhydrous sodium sulfate and filtered. The residue was purified by silica gel column (200-300 mesh, eluting with petroleum ether/ethyl acetate 30/1) to give acetic acid 2,6-dibromobenzyl ester as a yellow oil (59.42 g, yield 89%). 1H NMR (300 MHz, d6-DMSO) δ 7.57 (d, J=8.0 Hz, 2H), 7.07 (t, J=7.8 Hz, 1H), 5.41 (s, 2H), 2.11 (s, 3H).

1. temperatureThe mixture was cooled
2. customquenched with water (1500 mL)
3. extractionextracted with ethyl acetate (1000 mL×2)
4. washThe combined organic layers were washed with water (1000 mL) and brine (1000 mL)
5. dry with materialdried over anhydrous sodium sulfate
6. filtrationfiltered
7. customThe residue was purified by silica gel column (200-300 mesh, eluting with petroleum ether/ethyl acetate 30/1)

ORD record

ord-e85b849e650d458a8b12487161bf879f

Source dataset

uspto-grants-2014_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08729078B2