Trifluoroacetic acid → HCID 67959293, compound

HRID 1404963Notes

Reaction equation

HRID 1404963 reaction equation
[Br:1][C:2]1[C:3]([O:11][CH:12]([CH3:20])[C:13]([O:15]C(C)(C)C)=[O:14])=[C:4]([C:7]([O:9][CH3:10])=[O:8])[S:5][CH:6]=1.FC(F)(F)C(O)=O>>[Br:1][C:2]1[C:3]([O:11][CH:12]([CH3:20])[C:13]([OH:15])=[O:14])=[C:4]([C:7]([O:9][CH3:10])=[O:8])[S:5][CH:6]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 67959203HCID 67959203, compound

Product 1

HCID 67959293HCID 67959293, compoundYield 95%

Procedure

A solution of methyl 4-bromo-3-(2-tert-butoxy-1-methyl-2-oxoethoxy)thiophene-2-carboxylate (890 mg) and trifluoroacetic acid (5 ml) was stirred at room temperature for 20 min. The reaction mixture was concentrated under reduced pressure, and the obtained residue was diluted with ethyl acetate, washed with water and saturated brine, and dried over magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was recrystallized from a mixed solvent of Et2O and hexane to give the title compound (715 mg, 95%) as colorless crystals.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. additionthe obtained residue was diluted with ethyl acetate
  3. washwashed with water and saturated brine
  4. dry with materialdried over magnesium sulfate
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was recrystallized from a mixed solvent of Et2O and hexane

Sources & evidence

ORD record
ord-0b4ef3f637b84a20bd3f8c08506b5fae
Source dataset
uspto-grants-2014_12
Patent number
US08916549B2

Reaction notes

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