Nitric Acid → 2-chloro-4-fluoro-5-nitrophenyl ethyl carbonate

HRID 883926Notes

Reaction equation

HRID 883926 reaction equation
[CH2:1]([O:3][C:4](=[O:14])[O:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][C:7]=1[Cl:13])[CH3:2].[N+:15]([O-])([OH:17])=[O:16]>S(=O)(=O)(O)O>[CH2:1]([O:3][C:4](=[O:14])[O:5][C:6]1[CH:11]=[C:10]([N+:15]([O-:17])=[O:16])[C:9]([F:12])=[CH:8][C:7]=1[Cl:13])[CH3:2]

Participants

4

Reactant 2

HCID 944Nitric AcidHCID 22740602HCID 22740602, compound

Product 1

HCID 37297642-chloro-4-fluoro-5-nitrophenyl ethyl carbonateYield 82%

Reagents, catalysts & solvents 1

HCID 1118Sulfuric AcidSolvent

Conditions

Temperature
0 °C

Procedure

A solution of the product from Example 47A (0.88 g, 4.03 mmol) in concentrated sulfuric acid (2 mL) cooled in an ice bath was added fuming nitric acid (0.27 mL, 6.45 mmol) slowly to maintain the temperature at 0° C. The mixture was stirred for an additional 2 hours, then ice water (10 mL) was added to the solution and the resultant solid was collected by filtration washed with water and dried in a vacuum oven to provide the title compound (0.87 g, 82%).

Workup

  1. filtrationthe resultant solid was collected by filtration
  2. washwashed with water
  3. customdried in a vacuum oven

Sources & evidence

ORD record
ord-cdc3731751bf46f69fee8c15563015dc
Source dataset
uspto-grants-2012_08
Patent number
US08236950B2

Reaction notes

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