Nitric Acid → HCID 69411825, compound

HRID 1518181Notes

Reaction equation

HRID 1518181 reaction equation
[CH2:1]([CH:8]1[CH2:12][CH2:11][CH2:10][N:9]1[CH2:13][CH2:14][CH3:15])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.OS(O)(=O)=O.[N+:21]([O-])([OH:23])=[O:22].O>[N+](C)([O-])=O>[N+:21]([C:5]1[CH:6]=[CH:7][C:2]([CH2:1][CH:8]2[CH2:12][CH2:11][CH2:10][N:9]2[CH2:13][CH2:14][CH3:15])=[CH:3][CH:4]=1)([O-:23])=[O:22]

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 962Water2×HCID 1118Sulfuric AcidHCID 67132994HCID 67132994, compound

Product 1

HCID 69411825HCID 69411825, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6375NitromethaneSolvent

Conditions

Temperature
5 °C

Procedure

2-Benzyl-1-propylpyrrolidine (0.90 g, 3.75 mmol) was dissolved in nitromethane (10 mL) and added to a mixture of concentrated H2SO4 (3.7 mL), concentrated nitric acid (0.3 mL) and water (0.6 mL) cooled to 5° C. After stirring for 2 h, the reaction solution was poured into water, extracted with ethyl acetate and the organic phase separated and dried over MgSO4. The filtered solution was concentrated to give a brown oil (0.95 g, 100%).

Workup

  1. extractionextracted with ethyl acetate
  2. customthe organic phase separated
  3. dry with materialdried over MgSO4
  4. concentrationThe filtered solution was concentrated

Sources & evidence

ORD record
ord-0051153ab4ac4421bc1d3e9803ad79f1
Source dataset
uspto-grants-2012_07
Patent number
US08232426B2

Reaction notes

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