Piperidine → HCID 18965292, compound

HRID 2226468Notes

Reaction equation

HRID 2226468 reaction equation
[CH2:1]([S:6]([CH2:9][CH2:10][CH2:11]Cl)(=[O:8])=[O:7])[CH2:2][CH:3]([CH3:5])[CH3:4].[NH:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1.[OH-].[Na+]>>[CH2:1]([S:6]([CH2:9][CH2:10][CH2:11][N:13]1[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14]1)(=[O:8])=[O:7])[CH2:2][CH:3]([CH3:5])[CH3:4]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 14798Sodium HydroxideHCID 18965263HCID 18965263, compound

Product 1

HCID 18965292HCID 18965292, compoundYield 98.8%

Procedure

Heat 3-chloropropyl isopentyl sulfone (700 mg, 3.29 mmol) and piperidine (1.7 g, 20 mmol) at 125° C. for 45 minutes. Cool to room temperature, treat with 5N sodium hydroxide, extract with ethyl acetate (3×25 mL), and dry (MgSO4). Concentrate in vacuo to yield 850 mg orange oil. Purify by silica gel chromatography (50% ethyl acetate/methanol) to yield 500 mg of the title compound as a pale yellow oil.

Workup

  1. extractionextract with ethyl acetate (3×25 mL)
  2. dry with materialdry (MgSO4)
  3. concentrationConcentrate in vacuo

Sources & evidence

ORD record
ord-e004477bebde409da5d36cf28c656f91
Source dataset
uspto-grants-1994_09
Patent number
US05348964

Reaction notes

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