ChemicalBook CAS DataBase List 2-bromo-4-chloropropiophenone

2-bromo-4-chloropropiophenone synthesis

10synthesis methods

Product Name:2-bromo-4-chloropropiophenone
CAS Number:877-37-2
Molecular formula:C9H8BrClO
Molecular Weight:247.52

A solution of 15.9 g (0.1 mol) of bromine in 20 ml of chloroform is added dropwise to a solution of 16.8 g (0.1 mol) of 4'-chloropropiophenone in 100 ml of chloroform, in the presence of a small amount of aluminium chloride, and the mixture is stirred overnight. After filtration and evaporation of the filtrate, the crystalline residue is washed with petroleum ether. When dry, it melts at 75° C.

6285-05-8 Synthesis

6285-05-8
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$9.00/25g

877-37-2
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$65.00/250mg

Yield:877-37-2 98%

Reaction Conditions:

with bromine;hydrogen bromide in methanol at 20; for 110 h;Inert atmosphere;

Steps:

1.a.1

Step 1. 2-Bromo-4'-chloropropiophenone (1Of). 4'-Chloropropiophenone 9f(4.58 g, 0.027 mol) was dissolved in 30 mL of methanol at room temperature in a 250 mL flask equipped with a magnetic stir bar. Bromine (1.67 mL, 32.6 mmol) was added over a period of 10 min. Seven drops of 48% hydrobromic acid were added, and the reaction mixture was stirred under N₂. After HO h, the solution was transferred to a separatory funnel, saturated sodium bicarbonate solution was added, and the aqueous layer was extracted with methylene chloride. The organic layer was dried (Na₂SO₄) and filtered. The solvent was removed under reduced pressure to give 6.60 g (98%) of 1Of as an orange oil. ¹H NMR (CDCl₃) δ 8.00-7.94 (d, 2H), 7.50-7.44 (d, 2H), 5.27-5.19 (q, IH), 1.92-1.89 (d, 3H).

References:

WO2010/121022,2010,A1 Location in patent:Page/Page column 66-67

563-76-8 Synthesis