Ethanol → ethyl 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylate

HRID 264821Notes

Reaction equation

HRID 264821 reaction equation
[F:1][CH2:2][C:3]1([CH2:19][F:20])[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[C:6]2[CH:12]=[C:13]([N+:16]([O-:18])=[O:17])[CH:14]=[CH:15][C:5]=2[O:4]1.S(=O)(=O)(O)O.[CH2:26](O)[CH3:27]>>[F:20][CH2:19][C:3]1([CH2:2][F:1])[CH:8]=[C:7]([C:9]([O:11][CH2:26][CH3:27])=[O:10])[C:6]2[CH:12]=[C:13]([N+:16]([O-:18])=[O:17])[CH:14]=[CH:15][C:5]=2[O:4]1

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 211949872,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid

Product 1

HCID 19037092ethyl 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylate

Procedure

A mixture of 41.7 of 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid, 20 ml of sulfuric acid and 300 ml of ethyl alcohol was heated under refluxing for 6 hours. The reaction mixture was poured into ice-water, and the precipitated crystals were separated by filtration to obtain 42.7 g of ethyl 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylate having a melting point of 96°-98° C.

Workup

  1. temperaturewas heated
  2. temperatureunder refluxing for 6 hours
  3. customthe precipitated crystals were separated by filtration

Sources & evidence

ORD record
ord-14b99af371974be58ad29b398f03f423
Source dataset
uspto-grants-1997_07
Patent number
US05646310

Reaction notes

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