Nitric Acid → HCID 49820617, compound

HRID 1914801Notes

Reaction equation

HRID 1914801 reaction equation
[Br:1][C:2]1[C:22]([OH:23])=[CH:21][C:5]2[C:6]([C:9]([C:11]3[CH:16]=[C:15]([F:17])[C:14]([O:18][CH3:19])=[C:13]([F:20])[CH:12]=3)=[O:10])=[CH:7][O:8][C:4]=2[C:3]=1[Br:24].[N+]([O-])(O)=[O:26].O>CC(O)=O>[Br:1][C:2]1[C:22](=[O:23])[C:21](=[O:26])[C:5]2[C:6]([C:9](=[O:10])[C:11]3[CH:16]=[C:15]([F:17])[C:14]([O:18][CH3:19])=[C:13]([F:20])[CH:12]=3)=[CH:7][O:8][C:4]=2[C:3]=1[Br:24]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 962WaterHCID 66647215HCID 66647215, compound

Product 1

HCID 49820617HCID 49820617, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of (6,7-dibromo-5-hydroxybenzofuran-3-yl)(3,5-difluoro-4-methoxyphenyl)methanone (30 mg, 0.065 mmol) in AcOH (1 mL) was added nitric acid—69% (20.03 μl, 0.325 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 red/orange solid was isolated which was dried under vacuum to afford the product (28 mg, 91%).

Workup

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

Sources & evidence

ORD record
ord-8fdcaf698265414682d3b362eea65e25
Source dataset
uspto-grants-2013_12
Patent number
US08614237B2

Reaction notes

Loading…