Reaktion #171058

Reaktionsgleichung

(3-bromo-4-fluorophenyl)methanol

Et3N

methanesulfonyl chloride

→

3-bromo-4-fluorobenzyl methanesulfonate

Ausbeute 82.1%

Lösungsmittel

DCM

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction mixture was partitioned in DCM
2. 2
   TrocknenThe organic layer was dried over MgSO4
3. 3
   Sonstigeevaporated in vacuo

Vorschrift

To a solution of (3-bromo-4-fluorophenyl)methanol (53 g, 0.258 mol) in DCM (500 mL) at 0° C. was added Et3N (108 mL, 775 mmol, 3 eq) and methanesulfonyl chloride (24 mL, 310 mmol, 1.2 eq) successively. After stirring 30 min, the reaction mixture was partitioned in DCM and water. The organic layer was dried over MgSO4 and evaporated in vacuo to give 3-bromo-4-fluorobenzyl methanesulfonate (60 g), which used to the next step without further purification. 1H NMR (400 MHz, CDCl3) δ 7.65-7.62 (m, 1H), 7.37-7.33 (m, 1H), 7.16 (t, J=4.4 Hz, 1H), 5.17 (s, 2H), 2.99 (s, 3H).

Quelle