Nitric Acid → HCID 86699137, compound

HRID 1424232Notes

Reaction equation

HRID 1424232 reaction equation
[CH3:1][C:2]([C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:13](=[O:15])[CH3:14])=[CH:8][CH:7]=1)([CH3:5])[CH2:3][CH3:4].[N+:16]([O-])([OH:18])=[O:17]>C(OC(=O)C)(=O)C>[CH3:5][C:2]([C:6]1[CH:7]=[CH:8][C:9]([NH:12][C:13](=[O:15])[CH3:14])=[C:10]([N+:16]([O-:18])=[O:17])[CH:11]=1)([CH3:1])[CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 346190N-[4-(2-methylbutan-2-yl)phenyl]acetamide

Product 1

HCID 86699137HCID 86699137, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 7918Acetic AnhydrideSolvent

Conditions

Temperature
0 °C

Procedure

To a stirred solution of N-[4-(1,1-dimethylpropyl)phenyl]acetamide (Preparation 99, 12 g, 0.058 mol) in acetic anhydride (50 mL) at −5° C. was added HNO3 slowly. The reaction was maintained at 0° C. for 1 hour and then room temperature for 18 hours. The reaction was extracted with EtOAc, dried over Na2SO4 and concentrated in vacuo to afford the title compound (15 g, 100%).

Workup

  1. extractionThe reaction was extracted with EtOAc
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-b6754c534f3a4e7db5dd3ef5307354fc
Source dataset
uspto-grants-2015_01
Patent number
US08927587B2

Reaction notes

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