Tetrahydrofuran → HCID 117839689, compound

HRID 1477627Notes

Reaction equation

HRID 1477627 reaction equation
O1CCC[CH2:2]1.[F:6][C:7]([F:16])([F:15])[C:8]1[S:12][C:11]([CH:13]=[O:14])=[CH:10][CH:9]=1.C[Mg]Br>C(O)(=O)C>[F:16][C:7]([F:15])([F:6])[C:8]1[S:12][C:11]([CH:13]([OH:14])[CH3:2])=[CH:10][CH:9]=1

Participants

5

Reactant 3

HCID 8028TetrahydrofuranHCID 722131885-(trifluoroMethyl)thiophene-2-carbaldehydeHCID 178418573HCID 178418573, compound

Product 1

HCID 117839689HCID 117839689, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a tetrahydrofuran solution (2.0 mL) of 5-(trifluoromethyl)thiophene-2-carbaldehyde (80.0 mg, 0.444 mmol), methylmagnesium bromide (533 μL, 0.444 mmol) was added at 0° C. and the resultant mixture was stirred at room temperature for 5 minutes. After completion of the reaction, acetic acid was added to the reaction solution and the resultant mixture was concentrated under reduced pressure. To the obtained residue, water was added and extraction from the resultant mixture with ethyl acetate was performed. The organic layer was concentrated under reduced pressure to obtain a crude product of the title compound.

Workup

  1. additionwas added to the reaction solution
  2. concentrationthe resultant mixture was concentrated under reduced pressure
  3. additionTo the obtained residue, water was added
  4. extractionextraction from the resultant mixture with ethyl acetate
  5. concentrationThe organic layer was concentrated under reduced pressure

Sources & evidence

ORD record
ord-8ae626faf95d45f8896018a2f33769ad
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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