Piperidine → HCID 18965278, compound

HRID 2226466Notes

Reaction equation

HRID 2226466 reaction equation
[CH2:1]([S:6]([CH2:8][CH2:9][CH2:10]Cl)=[O:7])[CH2:2][CH:3]([CH3:5])[CH3:4].[NH:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1.[OH-].[Na+]>>[CH2:1]([S:6]([CH2:8][CH2:9][CH2:10][N:12]1[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]1)=[O:7])[CH2:2][CH:3]([CH3:5])[CH3:4]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 14798Sodium HydroxideHCID 18965274HCID 18965274, compound

Product 1

HCID 18965278HCID 18965278, compoundYield 48.2%

Procedure

Heat 3-chloropropyl isopentyl sulfoxide (400 mg, 2.03 mmol) and piperidine (1.0 g, 12 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 240 mg yellow oil. Purify by silica gel chromatography (50% ethyl acetate/methanol) to yield 180 mg of the title compound as a clear oil.

Workup

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

Sources & evidence

ORD record
ord-04808386af57440893d6c240879f27b5
Source dataset
uspto-grants-1994_09
Patent number
US05348964

Reaction notes

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