Diethyl Ether → N-[2-[4-oxocyclohexyl]ethyl] 2-propanesulfonamide

HRID 566475Notes

Reaction equation

HRID 566475 reaction equation
N[CH:2]1[CH2:7][CH2:6][CH:5]([CH:8](C)[CH2:9][NH:10][S:11]([CH:14]([CH3:16])[CH3:15])(=[O:13])=[O:12])[CH2:4][CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].C([O:26]CC)C>>[O:26]=[C:2]1[CH2:7][CH2:6][CH:5]([CH2:8][CH2:9][NH:10][S:11]([CH:14]([CH3:16])[CH3:15])(=[O:13])=[O:12])[CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 3283Diethyl Ether2×HCID 21226445Aluminium lithium hydrideHCID 22624693N-[2-[4-aminocyclohexyl]propyl] 2-propanesulfonamide

Product 1

HCID 22624691N-[2-[4-oxocyclohexyl]ethyl] 2-propanesulfonamideYield 100%

Procedure

N-[2-[4-aminocyclohexyl]propyl] 2-propanesulfonamide: To a suspension of 17 mg (0.45 mmol) of lithium aluminum hydride in 1 ml of diethylether, 25 mg (0.09 mmol) of the material prepared in Preparation 4 in 0.5 ml of diethyl ether was added. The mixture was stirred overnight for 24 hrs. Na2SO4.10H2O was added, and the mixture stirred for 30 min at ambient temperature. The solid was filtered and the organic solution was concentrated in vacuo. Afforded 24 mg (100%) of the title compound.

Workup

  1. additionwas added
  2. stirringthe mixture stirred for 30 min at ambient temperature
  3. filtrationThe solid was filtered
  4. concentrationthe organic solution was concentrated in vacuo

Sources & evidence

ORD record
ord-898e87b2a8de40999c7863db055fa8f2
Source dataset
uspto-grants-2001_01
Patent number
US06174922B1

Reaction notes

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