Sulfuric Acid → HCID 13013672, compound

HRID 868400Notes

Reaction equation

HRID 868400 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:5]=[CH:6][C:7]=1[O:8]C.S(=O)(=O)(O)O.[N+:19]([O-])([O-:21])=[O:20].[K+]>ClCCCl>[F:1][C:2]1[CH:3]=[C:4]([C:10]([F:13])([F:12])[F:11])[CH:5]=[C:6]([N+:19]([O-:21])=[O:20])[C:7]=1[OH:8]

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 24434Potassium NitrateHCID 130136742-Fluoro-1-methoxy-4-(trifluoromethyl)benzene

Product 1

HCID 13013672HCID 13013672, compoundYield 86.2%

Reagents, catalysts & solvents 1

HCID 111,2-DichloroethaneSolvent

Procedure

The product from (c) (4.1 g) in 1,2-dichloro-ethane (25 ml) was chilled to -10° C. and concentrated sulphuric acid (25 ml) added. The mixture was stirred and kept at -5° to -10° C. while potassium nitrate (2.3 g) was added in portions over a period of 30 minutes. The mixture was stirred for a further 30 minutes at below 0° C. and then poured on to ice (150 ml). The mixture was extracted with chloroform (150 ml) and the extracts washed with water (100 ml), dried (MgSO4) and evaporated to give 3-fluoro-4-hydroxy-5-nitrobenzotrifluoride as a pale yellow liquid (4.1 g).

Workup

  1. additionwas added in portions over a period of 30 minutes
  2. stirringThe mixture was stirred for a further 30 minutes at below 0° C.
  3. extractionThe mixture was extracted with chloroform (150 ml)
  4. washthe extracts washed with water (100 ml)
  5. dry with materialdried (MgSO4)
  6. customevaporated

Sources & evidence

ORD record
ord-1c06d683ddc8423ca4fa68cb4803d55c
Source dataset
uspto-grants-1988_10
Patent number
US04778914

Reaction notes

Loading…