Piperidine → HCID 15232581, compound

HRID 2226469Notes

Reaction equation

HRID 2226469 reaction equation
[CH2:1]([S:3]([CH2:5][CH2:6]Cl)=[O:4])[CH3:2].[NH:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[OH-].[Na+]>>[CH2:1]([S:3]([CH2:5][CH2:6][N:8]1[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:4])[CH3:2]

Participants

4

Reactant 3

HCID 8082PiperidineHCID 14798Sodium HydroxideHCID 2142731-Chloro-2-(ethanesulfinyl)ethane

Product 1

HCID 15232581HCID 15232581, compoundYield 59.5%

Procedure

Heat 2-chloroethyl ethyl sulfoxide (1.0 g, 7.1 mmol) and piperidine (2 mL, 20 mmol) at 60° C. for 2 hours. Treat with 5N sodium hydroxide, extract with ethyl acetate (3×50 mL) and dry (MgSO4). Concentrate in vacuo to yield 800 mg orange oil. Purify by silica gel chromatography (50% ethyl acetate/methanol) to yield 560 mg (42%) of the title compound as a yellow oil. 438E-25 MDL 101135

Workup

  1. extractionextract with ethyl acetate (3×50 mL)
  2. dry with materialdry (MgSO4)
  3. concentrationConcentrate in vacuo

Sources & evidence

ORD record
ord-f15c4ec6dfa74cd1bd4fa84da56fbdce
Source dataset
uspto-grants-1994_09
Patent number
US05348964

Reaction notes

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