Nitric Acid → 5-(2-Fluoro-5-nitrophenyl)-cyclohexane-1,3-dione

HRID 2309141Notes

Reaction equation

HRID 2309141 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH:8]1[CH2:13][C:12](=[O:14])[CH2:11][C:10](=[O:15])[CH2:9]1.[N+:16]([O-])([OH:18])=[O:17]>S(=O)(=O)(O)O>[F:1][C:2]1[CH:7]=[CH:6][C:5]([N+:16]([O-:18])=[O:17])=[CH:4][C:3]=1[CH:8]1[CH2:13][C:12](=[O:14])[CH2:11][C:10](=[O:15])[CH2:9]1

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 136448415-(2-Fluorophenyl)cyclohexane-1,3-dione

Product 1

HCID 136448425-(2-Fluoro-5-nitrophenyl)-cyclohexane-1,3-dioneYield 83%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Procedure

60 g of 5-(2-fluorophenyl)-cyclohexane-1,3-dione were dissolved in 500 ml of concentrated sulfuric acid at -20° C. and nitrated with 18.3 g of 98% strength nitric acid at -20° C. in the course of 60 minutes. The reaction mixture was stirred into 5 l of ice water, and the precipitated crystals were filtered off under suction and dried. 60.5 g (83% yield) of 5-(2-fluoro-5-nitrophenyl)-cyclohexane-1,3-dione of melting point 171°-173° C. were obtained.

Workup

  1. filtrationthe precipitated crystals were filtered off under suction
  2. customdried

Sources & evidence

ORD record
ord-a4a8ca4ee68844e79cec5e46d5acba1d
Source dataset
uspto-grants-1987_09
Patent number
US04692553

Reaction notes

Loading…