Acetic Acid → HCID 69017759, compound

Participants

Reaction Steps

To a solution of 2-chloro-5-nitrobenzaldehyde (25 g) in EtOH (200 mL) was added 3-methylallylamine (10.6 g, 1.1 eq). HOAc (9 g) was added to the solution. The mixture was stirred at 20˜25° C. for 3 h. NaBH(OAc)3 (43 g, 1.5 eq) was added in one portion at ˜5° C. The mixture was warmed to RT in 30 min and stirred for 1 h. The EtOH was removed under reduced pressure and saturated Na2CO3 aqueous solution (200 mL) was added. The mixture was extracted with toluene (100 mL). To the toluene solution was added 5 N HCl in IPA (20 mL) at ˜5° C. in 1 h. The mixture was stirred for 1 h. The solids were filtered off, and dried under vacuum.

Provenance & Evidence