Hydrochloric Acid → 6-chloro-2,2-bis(fluoromethyl)-2H-1-benzopyran-4-carboxylic acid

HRID 264865Notes

Reaction equation

HRID 264865 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9]([CH2:13][F:14])([CH2:11][F:12])[CH:8]=[C:7]([C:15]([O:17]CC)=[O:16])[C:6]=2[CH:20]=1.[OH-].[K+].Cl>C(O)C>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9]([CH2:13][F:14])([CH2:11][F:12])[CH:8]=[C:7]([C:15]([OH:17])=[O:16])[C:6]=2[CH:20]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 19037051HCID 19037051, compound

Product 1

HCID 190370756-chloro-2,2-bis(fluoromethyl)-2H-1-benzopyran-4-carboxylic acidYield 78.7%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.07 g of ethyl 6-chloro-2,2-bis(fluoromethyl)-2H-1-benzopyran-4-carboxylate, 0.05 g of KOH and 3 ml of ethyl alcohol was stirred at room temperature for 1 hour. Ice water and conc. HCl was added to the reaction mixture and precipitated crystals were collected by filtration to obtain 0.05 g of 6-chloro-2,2-bis(fluoromethyl)-2H-1-benzopyran-4-carboxylic acid with a melting point of 151°-152° C.

Workup

  1. customprecipitated crystals
  2. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-4fa8c74421374fc5810f31e8cd97a89a
Source dataset
uspto-grants-1997_07
Patent number
US05646308

Reaction notes

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