2-Nitropropane → HCID 14662638, compound

HRID 234698Notes

Reaction equation

HRID 234698 reaction equation
[N+:1]([CH:4]([CH3:6])[CH3:5])([O-:3])=[O:2].[NH:7]1[CH2:11][CH2:10][CH2:9][CH2:8]1.[CH2:12]=O.[OH-].[Na+]>O1CCOCC1>[N+:1]([C:4]([CH3:12])([CH3:6])[CH2:5][N:7]1[CH2:11][CH2:10][CH2:9][CH2:8]1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 3982-NitropropaneHCID 712FormaldehydeHCID 14798Sodium HydroxideHCID 31268Pyrrolidine

Product 1

HCID 14662638HCID 14662638, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
90 °C

Procedure

18 ml of 2-nitropropane and 16.5 ml of pyrrolidine were dissolved in 60 ml of dioxan. 15 ml of aqueous formaldehyde solution (37%) and 8 ml of 2% sodium hydroxide solution were added at 5° C. The mixture was heated to 90° C. while stirring for 1 hour, cooled and thereafter extracted with 3×150 ml of ethyl acetate. Upon distillation in a water-jet vacuum, we obtained 19 g of 1-(2-nitro-2-methylpropyl)-pyrrolidine.

Workup

  1. temperaturecooled
  2. extractionextracted with 3×150 ml of ethyl acetate
  3. distillationUpon distillation in a water-jet vacuum, we

Sources & evidence

ORD record
ord-549cc2fc413741d68e271326ab1094d0
Source dataset
uspto-grants-1997_01
Patent number
US05596002

Reaction notes

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