4-BROMO-2-FLUOROBENZYLMETHYLSULFONE synthesis

Yield:886498-34-6 92 %

Reaction Conditions:

in ethanol at 80;

Steps:

1.2.1 4-Bromo-2-fluoro-1-((methylsulfonyl)methyl)benzene

(S3) [00163] Degassed EtOH (22 mL) was added to a mixture of 4-bromo-1-(bromomethyl)-2-fluorobenzene (2.95 g, 11.0 mmol) and sodium methanesulfinate (1.46 g, 14.3 mmol, 1.3 eq) at rt. The resultant reaction mixture stirred at 80 °C for 1 h before being concentrated in vacuo. The residue was partitioned between EtOAc and H₂O and the organic layer was washed additionally with H₂O ( 3), brine, dried over MgSO₄ and concentrated in vacuo. The crude mixture was washed on a P3 frit (eluent hexane/ Et₂O, 1:1) and concentrated in vacuo to give the desired product S3 in 92% yield as a colorless solid (2.71 g). ¹H NMR (300 MHz, CDCl₃) δ ppm 7.42 - 7.33 (3H, m, Ar-H), 4.27 (2H, s, CH₂SO₂CH₃), 2.83 (3H, br q, J = 0.9 Hz, CH₃); LRMS [M-SO₂Me]⁺ 186.9.

References:

WO2022/248887,2022,A1 Location in patent:Paragraph 00163