Trifluoroacetic acid → HCID 22644884, compound

HRID 2414545Notes

Reaction equation

HRID 2414545 reaction equation
C([O:5][C:6](=[O:24])[CH:7]([N:11]([S:13]([C:16]1[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=1)(=[O:15])=[O:14])[CH3:12])[CH:8]([CH3:10])[CH3:9])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH3:23][O:22][C:19]1[CH:20]=[CH:21][C:16]([S:13]([N:11]([CH3:12])[CH:7]([CH:8]([CH3:9])[CH3:10])[C:6]([OH:24])=[O:5])(=[O:15])=[O:14])=[CH:17][CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69801848HCID 69801848, compound

Product 1

HCID 22644884HCID 22644884, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 0.250 g (0.700 mmol) of the product of Example 5 in 1.0 mL of dichloromethane was added 0.5 mL of trifluoroacetic acid and the resulting mixture was stirred for 2 h at room temperature and then concentrated in vacuo. The residue was chromatographed on silica gel eluting with a gradient of ethyl acetate/hexanes (1:3) to (1:1) to provide 0.211 g (100%) of the carboxylic acid as a colorless oil. Electrospray Mass Spec 300.0 (M−H)−

Workup

  1. concentrationconcentrated in vacuo
  2. customThe residue was chromatographed on silica gel eluting with a gradient of ethyl acetate/hexanes (1:3) to (1:1)

Sources & evidence

ORD record
ord-e98d4957934e4552a3648f1f58c77cec
Source dataset
uspto-grants-2004_11
Patent number
US06812227B2

Reaction notes

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