Acetic Acid → 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid

HRID 264820Notes

Reaction equation

HRID 264820 reaction equation
[F:1][CH2:2][C:3]1([CH2:18][F:19])[CH:8]=C(C#N)[C:6]2[CH:11]=[C:12]([N+:15]([O-:17])=[O:16])[CH:13]=[CH:14][C:5]=2[O:4]1.[C:20]([OH:23])(=[O:22])[CH3:21].S(=O)(=O)(O)O>O>[F:1][CH2:2][C:3]1([CH2:18][F:19])[CH:8]=[C:21]([C:20]([OH:23])=[O:22])[C:14]2[CH:13]=[C:12]([N+:15]([O-:17])=[O:16])[CH:11]=[CH:6][C:5]=2[O:4]1

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 1118Sulfuric AcidHCID 211949804-cyano-2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran

Product 1

HCID 211949872,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 0.93 g of 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carbonitrile, 20 ml of acetic acid, 10 ml of water and 10 ml of sulfuric acid was heated while refluxing for 4.5 hours. The reaction mixture was poured into ice-water, and the precipitated crystals were separated by filtration to obtain 0.83 g of 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid having a melting point of 171°-172° C.

Workup

  1. temperaturewas heated
  2. temperaturewhile refluxing for 4.5 hours
  3. customthe precipitated crystals were separated by filtration

Sources & evidence

ORD record
ord-02fc2eedf5a843b1a39567c46572dae9
Source dataset
uspto-grants-1997_07
Patent number
US05646310

Reaction notes

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