Trifluoroacetic acid → HCID 86621522, compound

HRID 1041851Notes

Reaction equation

HRID 1041851 reaction equation
[F:1][C:2]([F:8])([F:7])[S:3]([O-:6])(=[O:5])=[O:4].[Cl:9][C:10]1[CH:11]=[C:12]([N+:20]([CH3:23])([CH3:22])[CH3:21])[CH:13]=[CH:14][C:15]=1[C:16]([O:18]C)=[O:17].FC(F)(F)C(O)=O>O>[F:1][C:2]([F:8])([F:7])[S:3]([O-:6])(=[O:5])=[O:4].[C:16]([C:15]1[CH:14]=[CH:13][C:12]([N+:20]([CH3:22])([CH3:21])[CH3:23])=[CH:11][C:10]=1[Cl:9])([OH:18])=[O:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86621520HCID 86621520, compound

Product 1

HCID 86621522HCID 86621522, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 0.5 g (1.32 mmol) 1b, 12 ml dest. water and 12 ml trifluoroacetic acid was refluxed for 2 days. The reaction mixture was evaporated, dried by use of oil pump vacuum over night and treated with diethyl ether. The resulting solid was filtered, washed extensively with diethyl ether and dried by oil pump vacuum. The solid crude 1c was obtained in 98% yield (471 mg, 1.3 mmol) and crude compound 1c was used for the next step without purification.

Workup

  1. customThe reaction mixture was evaporated
  2. customdried by use of oil pump vacuum over night
  3. additiontreated with diethyl ether
  4. filtrationThe resulting solid was filtered
  5. washwashed extensively with diethyl ether
  6. customdried by oil pump vacuum

Sources & evidence

ORD record
ord-6164f2c788a5464e9baa6d4e77657101
Source dataset
uspto-grants-2013_10
Patent number
US08557776B2

Reaction notes

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