2-Bromo-3′-methoxyacetophenone

WHITE TO SLIGHTLY YELLOW-GREEN CRYST. POWDER

To a stirred clear yellow solution of l-(3-methoxyphenyl)ethanone (20 n L, 139 mmol) in tetrahydrofuran (250 mL) was added portionwise phenyltrimethylammonium tribromide (54.7 g, 145 mmol) at room temperature and stirred for lh. Then, the ammonium salts were filtered off and the filter cake was washed with ether. The filtrate was concentrated under reduced pressure and the resultant oily product was used without further purification Yielded 2-bromo-l-(3- methoxyphenyl)ethanone (32.6 g, 142 mmol, quantitative yield).General procedure: In a RBF cooled in ice bath at 0 C, HBr(12 mmol, in 2 ml of water) was taken. To this a solution of NaNOIntermediate 65. 2-bromo-1-(3-methoxyphenyl)ethanone; To a solution of 1-(3-methoxyphenyl)ethanone (5.5 ml_, 40 mmol) in chloroform (100 ml.) was added dropwise a solution of bromine (2.05 mL, 40 mmol) in chloroform (20 mL). The mixture was stirred at room temperature overnight. The solvent was removed under reduced pressure. The residue was diluted in methylene chloride (50 mL) and washed with water (2 x 25mL). The organic layer was dried (NaIn the reactor, 260 g (1.5 mol) of NBS (N-bromosuccinimide) were added, 230 g of ethyl acetate and 150 g of 3-methoxyacetophenone prepared in S4 and thoroughly mixed, Room temperature reaction 3h, Hydrogen bromide generated by the absorption of sodium hydroxide solution, Completed the reaction, Ethyl acetate was distilled off, Then the reaction solution was added to water, A solid precipitation, filter, Dried in crude, Recrystallization from ethyl acetate gave 185.3 g of 2-bromo-3'-methoxyacetophenone as a pale yellow powder, The yield was 80.9percent

Derivatizing reagent.

Molecular Weight:229.07
XLogP3:2.6
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:227.97859
Monoisotopic Mass:227.97859
Topological Polar Surface Area:26.3
Heavy Atom Count:12
Complexity:159
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes