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

HRID 1067647Notes

Reaction equation

HRID 1067647 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]>>[CH2:26]([O:10][C:9]([C:7]1[C:6]2[CH:12]=[C:13]([N+:16]([O-:18])=[O:17])[CH:14]=[CH:15][C:5]=2[O:4][C:3]([CH2:2][F:1])([CH2:19][F:20])[CH:8]=1)=[O:11])[CH3:27]

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 g 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 to reflux for 6 hours. The reaction mixture was poured into ice water and the precipitated crystals were filtered off to give 42.7 g of 2,2-bisfluoromethyl-6-nitro-2H-1-benzopyran-4-carboxylic acid ethyl ester; m.p. 96-98° C.;

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 6 hours
  3. filtrationthe precipitated crystals were filtered off

Sources & evidence

ORD record
ord-ce2f6acd428147faa58592ac92fb308b
Source dataset
uspto-grants-2001_06
Patent number
US06248777B1

Reaction notes

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