Nitric Acid → HCID 58345558, compound

HRID 2381246Notes

Reaction equation

HRID 2381246 reaction equation
[C:1]([C:9]1[CH:19]=[C:18]([OH:20])[C:17]([O:21][CH3:22])=[CH:16][C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClCCl.[N+:26]([O-])([OH:28])=[O:27].O>[Cl-].[Na+].O>[C:1]([C:9]1[C:19]([N+:26]([O-:28])=[O:27])=[C:18]([OH:20])[C:17]([O:21][CH3:22])=[CH:16][C:10]=1[C:11]([O:13][CH2:14][CH3:15])=[O:12])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 4

HCID 944Nitric AcidHCID 962WaterHCID 6344Dichloromethane2×HCID 58345621HCID 58345621, compound

Product 1

HCID 58345558HCID 58345558, compound

Reagents, catalysts & solvents 1

HCID 57417360Sodium chloride; waterSolvent

Procedure

To a mixture of ethyl 2-benzoyl-4-hydroxy-5-methoxy-benzoate (reference example 17-1) (550 mg) and dichloromethane (10 mL) was added fuming nitric acid (85 μL) at room temperature. After stirring for 20 minutes, water and dichloromethane were added to the mixture. The separated organic layer was brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to give the title compound (806 mg).

Workup

  1. dry with materialdried over anhydrous sodium sulfate
  2. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-bf054eba84da47b4a7b9a8f97edc6de8
Source dataset
uspto-grants-2012_09
Patent number
US08258162B2

Reaction notes

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