Piperidine → HCID 178447991, compound

HRID 1975246Notes

Reaction equation

HRID 1975246 reaction equation
S([O-])([O-])(=O)=O.[Na+].[Na+].[NH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[CH2:14]([C@H:17]1[CH2:22][CH2:21][C@H:20]([CH2:23][CH:24]=O)[CH2:19][CH2:18]1)[CH2:15][CH3:16]>>[CH2:14]([C@H:17]1[CH2:18][CH2:19][C@H:20]([CH:23]=[CH:24][N:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:21][CH2:22]1)[CH2:15][CH3:16]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 24436Sodium SulfateHCID 178447992HCID 178447992, compound

Product 1

HCID 178447991HCID 178447991, compoundYield 75%

Procedure

0.078 mol of anhydrous sodium sulfate and 0.086 mol of piperidine were mixed and treated dropwise at -5° C. under nitrogen with 0.039 mol of trans-4-propylcyclohexylacetaldehyde. The reaction mixture was stirred at room temperature for 24 hours. Subsequently the precipitate was filtered off and washed with hexane. Distillation of the combined filtrates under a vacuum gave 1-[2-(trans-4-propylcyclohexyl)vinyl]piperidine of b.p. 118°-120° C./1 Torr in 75% yield.

Workup

  1. filtrationSubsequently the precipitate was filtered off
  2. washwashed with hexane
  3. distillationDistillation of the combined filtrates under a vacuum

Sources & evidence

ORD record
ord-5d0a4cb3080f40748aae2141ed5f34c0
Source dataset
uspto-grants-1994_02
Patent number
US05284956

Reaction notes

Loading…