Nitric Acid → HCID 67426609, compound

HRID 2235343Notes

Reaction equation

HRID 2235343 reaction equation
[CH2:1]([N:6]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[C:8]2([CH2:16][CH2:15]2)[C:7]1=[O:17])[CH2:2][CH2:3][CH2:4][CH3:5].[N+:18]([O-])([OH:20])=[O:19]>C(O)(=O)C.O>[N+:18]([C:11]1[CH:10]=[C:9]2[C:14](=[CH:13][CH:12]=1)[N:6]([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[C:7](=[O:17])[C:8]12[CH2:16][CH2:15]1)([O-:20])=[O:19]

Participants

5

Reactant 2

HCID 944Nitric AcidHCID 67426891HCID 67426891, compound

Product 1

HCID 67426609HCID 67426609, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 962WaterSolvent

Procedure

1′-Pentyl-spiro[cyclopropane-1,3′-indoline]-2′-one (24.8 g) is suspended in acetic acid (250 ml) and nitric acid (fuming, 11.9 ml) is added over a period of 15 min at 15° C. The mixture is stirred for 3 h, diluted with water and extracted with Et2O (3×300 ml). The combined organic layer is washed with water, saturated K2CO3 solution and brine, dried over MgSO4 and evaporated to give the compound (29.3 g).

Workup

  1. extractionextracted with Et2O (3×300 ml)
  2. washThe combined organic layer is washed with water, saturated K2CO3 solution and brine
  3. dry with materialdried over MgSO4
  4. customevaporated

Sources & evidence

ORD record
ord-9751b177bd544ba0bb04b849edad4192
Source dataset
uspto-grants-2010_05
Patent number
US07714010B2

Reaction notes

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