Nitric Acid → HCID 49820616, compound

HRID 1914802Notes

Reaction equation

HRID 1914802 reaction equation
[Br:1][C:2]1[C:19]([OH:20])=[CH:18][C:5]2[C:6]([C:9]([C:11]3[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=3)=[O:10])=[CH:7][O:8][C:4]=2[C:3]=1[Br:21].[N+]([O-])(O)=[O:23].O>CC(O)=O>[Br:1][C:2]1[C:19](=[O:20])[C:18](=[O:23])[C:5]2[C:6]([C:9](=[O:10])[C:11]3[CH:12]=[CH:13][C:14]([F:17])=[CH:15][CH:16]=3)=[CH:7][O:8][C:4]=2[C:3]=1[Br:21]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 66645256HCID 66645256, compound

Product 1

HCID 49820616HCID 49820616, compoundYield 21.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of (6,7-dibromo-5-hydroxybenzofuran-3-yl)(4-fluorophenyl)methanone (62 mg, 0.150 mmol) in AcOH (1 mL) was added nitric acid—69% (46.2 μl, 0.749 mmol) at room temperature. The mixture was heated to 60° C. for 3 hours, cooled to room temperature, poured onto iced water and the suspension filtered. A solid was isolated which was dried under vacuum to afford the product (14 mg, 17%).

Workup

  1. temperaturecooled to room temperature
  2. filtrationthe suspension filtered
  3. customA solid was isolated which
  4. customwas dried under vacuum

Sources & evidence

ORD record
ord-2ba97538420d49209473eae88869d058
Source dataset
uspto-grants-2013_12
Patent number
US08614237B2

Reaction notes

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