Methane → HCID 131717119, compound

Participants

Reaction Steps

A mixture of 26.53 parts of trans-ethyl 3-(3-fluorophenyl)-1-methyl-4-piperidinecarboxylate: cis-ethyl 3-(3-fluorophenyl)-1-methyl-4-piperidinecarboxylate (40:60), 6.52 parts of potassium hydroxide and 80 parts of methanol was stirred for 3 hours at reflux temperature. After the addition of 78 parts of 2-propanol, the reaction mixture was treated with charcoal. The whole was filtered and the filtrate was evaporated to near dryness in vacuo. The residue was treated with 7.2 parts of water and then diluted with ~210 parts of 1,1'-oxybisethane (to near cloud point). After cooling, the crystallized product was filtered off, washed with 1,1'-oxybisethane and recrystallized twice from a mixture of a minimal amount of damp 2-propanol and 1,1'-oxybisethane, yielding 26.1 parts (75%) of potassium (±)-trans-3-(3-fluorophenyl)-1-methyl-4-piperidinecarboxylate tetrahydrate; mp. 75.2° C. (interm. 1).

Provenance & Evidence