Reaction #978407

Reaction equation

Methyl phenylglyoxylate

piperidine

→

1-(phenylglyoxylyl)piperidine

Yield 96.2%

Solvents

methanol

Conditions

Workup

1. 1
   Temperatureto maintain the temperature at 45–55° C
2. 2
   workup.WAITkept overnight at +4° C
3. 3
   FiltrationThe precipitated solid was filtered off
4. 4
   Washwashed on the
5. 5
   Filtrationfilter with cold methanol (5 L)
6. 6
   Otherdried under reduced pressure to a constant weight

Procedure

Methyl phenylglyoxylate (12.50 Kg, 76.1 mol, 1 eq) was added dropwise to a stirred mixture of piperidine (19.45 Kg, 228 mol, 3 eq) and methanol (5.0 L) for 3.5 hours to maintain the temperature at 45–55° C. The mixture was stirred at the same temperature for 0.5 hour and kept overnight at +4° C. The precipitated solid was filtered off, washed on the filter with cold methanol (5 L) and dried under reduced pressure to a constant weight to give 15.90 kg (96%) of 1-(phenylglyoxylyl)piperidine with 99.9% purity by GC.

Source