Trifluoroacetic acid → HCID 86624960, compound

HRID 1041858Notes

Reaction equation

HRID 1041858 reaction equation
[F:1][C:2]([F:8])([F:7])[S:3]([O-:6])(=[O:5])=[O:4].[F:9][C:10]1[CH:15]=[C:14]([C:16]([O:18]C)=[O:17])[CH:13]=[CH:12][C:11]=1[N+:20]([CH3:23])([CH3:22])[CH3:21].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:14]1[CH:13]=[CH:12][C:11]([N+:20]([CH3:22])([CH3:21])[CH3:23])=[C:10]([F:9])[CH:15]=1)([OH:18])=[O:17]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86624959HCID 86624959, compound

Product 1

HCID 86624960HCID 86624960, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 4.00 g (11.1 mmol) 3b, 96 ml dest. water and 96 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 product 3c was obtained in 92% yield (3.54 g, 10.2 mmol) and crude compound 3c 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-82dbc7c2270344e48b7b7606a2dd5ef8
Source dataset
uspto-grants-2013_10
Patent number
US08557776B2

Reaction notes

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