Nitric Acid → HCID 118509537, compound

HRID 1487276Notes

Reaction equation

HRID 1487276 reaction equation
[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:16])([CH3:15])[C:7](=[O:14])[N:8]2[CH:11]([CH3:13])[CH3:12])=[CH:4][CH:3]=1.[N+:17]([O-])([OH:19])=[O:18].OS(O)(=O)=O>C(O)(=O)C>[F:1][C:2]1[CH:10]=[C:9]2[C:5]([C:6]([CH3:16])([CH3:15])[C:7](=[O:14])[N:8]2[CH:11]([CH3:12])[CH3:13])=[CH:4][C:3]=1[N+:17]([O-:19])=[O:18]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 118509555HCID 118509555, compound

Product 1

HCID 118509537HCID 118509537, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

To a stirred solution of 6-Fluoro-1-isopropyl-3,3-dimethyl-1,3-dihydro-indol-2-one E-1.2′″ (17.0 g; 76.9 mmol) in acetic acid (550 ml) was added fuming HNO3 (8.5 g; 134.9 mmol) at 25° C. The reaction mixture is stirred for 15 min at 25° C. and then concentrate H2SO4 (17.0 g; 173.5 mmol) is added and the mixture is stirred for 30 min at 25° C. After completion of the reaction the reaction mixture was poured in to ice cold water. The obtained solid was filtered and dried. The solid was recrystallized with ethyl acetate to obtain pure compound.

Workup

  1. stirringthe mixture is stirred for 30 min at 25° C
  2. customAfter completion of the reaction the reaction mixture
  3. additionwas poured in to ice cold water
  4. filtrationThe obtained solid was filtered
  5. customdried
  6. customThe solid was recrystallized with ethyl acetate
  7. customto obtain pure compound

Sources & evidence

ORD record
ord-d4f7582a26c24ecbb0240fe3ea8d6c22
Source dataset
uspto-grants-2016_08
Patent number
US09428515B2

Reaction notes

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