ChemicalBook CAS DataBase List t-Butyl 4-bromo-2-chlorobenzoate

t-Butyl 4-bromo-2-chlorobenzoate synthesis

5synthesis methods

Product Name:t-Butyl 4-bromo-2-chlorobenzoate
CAS Number:929000-18-0
Molecular formula:C11H12BrClO2
Molecular Weight:291.57

24424-99-5 Synthesis

24424-99-5
836 suppliers
$13.50/25G

59748-90-2 Synthesis

59748-90-2
280 suppliers
$8.00/1g

929000-18-0
30 suppliers
$65.00/500mg

Yield:929000-18-0 51%

Reaction Conditions:

with triethylamine;dmap in tetrahydrofuran at 25; for 18 h;

Steps:

4.1

Example 4Preparation of tert-butyl 2-chloro-4-vinylbenzoate (AI17) Step 1. tert-Butyl 4-bromo-2-chlorobenzoate (AI18); To a stirred solution of 4-bromo-2-chlorobenzoic acid (5 g, 21.37 mmol) in THF (30 mL) was added di-tert-butyl dicarbonate (25.5 g, 25.58 mmol), Et₃N (3.2 g, 31.98 mmol) and 4-(dimethylamino)pyridine (DMAP; 0.78 g, 6.398 mmol), and the reaction mixture was stirred at 25° C. for 18 h. The reaction mixture was diluted with EtOAc and washed with H₂O. The combined organic layer was washed with brine, dried over Na₂SO₄and concentrated under reduced pressure. The residue was purified by flash chromatography (SiO₂, 100-200 mesh; eluting with 2-3% EtOAc in n-hexane) to afford the title compound as a liquid (3.2 g, 51%): ¹H NMR (400 MHz, CDCl₃) δ 7.62 (m, 2H), 7.44 (d, J=8.4 Hz, 1H), 1.59 (s, 9H); ESIMS m/z 290.10 ([M+H]⁺); IR (thin film) 1728 cm^-1.

References:

US2012/329649,2012,A1 Location in patent:Page/Page column 27

59748-90-2 Synthesis

59748-90-2
280 suppliers
$8.00/1g

865-47-4 Synthesis