Triethylamine → 3-(3,4-Dimethoxyphenyl)propan-1-ol mesylate

Participants

Reaction Conditions

Reaction Steps

Under N2, methanesulfonyl chloride (129.7 g, 1.132 m, 87.6 cc) was added dropwise over 1-1.5 hours at -10° to 0° C. to a mechanically stirred solution of 3-(3,4-dimethoxyphenyl)-1-propanol (202 g, 1.03 mole) and Et3N (158.3 g, 1.56 mole, 218 cc) in CH2Cl2 (1.5 1) contained in a 5 1, 3-neck flask. The reaction mixture was stirred at 0° C. for 1 hour and then washed successively with icewater (1×700 cc), cold 3N HCl (1×700 cc), saturated NaHCO3 solution (1×700 cc) and brine (1×700 cc). The organic solution was dried (Na2SO4) and concentrated in vacuo to an orange syrup; yield: 282 g (100%).

Provenance & Evidence