Reaction #2028884

ord-86e9ef1581f54ccbaf93858808191b56

Reaction equation

Cl
HCl
C[O-].[Na+]
sodium methoxide
CCOC(=O)C(F)(F)F
Ethyl trifluoroacetate
Cc1ccc2c(c1)CCCC2=O
6-methyltetralone
Cc1ccc2c(c1)CCC(C(=O)C(F)(F)F)C2=O
oil
Yield 85.1%
Cc1ccc2c(c1)CCC(C(=O)C(F)(F)F)C2=O
6-methyl-2-(trifluoroacetyl)tetralone
Yield 85.1%

Solvents

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    OtherThe organic layer was collected
  2. 2
    Washwashed with brine
  3. 3
    Dryingdried over MgSO4
  4. 4
    Concentrationconcentrated in vacuo

Procedure

Ethyl trifluoroacetate (5.33 g, 37.5 mmol) was dissolved in ether (50 mL) and treated with a sodium methoxide solution (25% in methanol, 9.92 g, 45.9 mmol) followed by 6-methyltetralone (5.94 g, 37.1 mmol). The reaction was stirred at room temperature for 6.1 hours then treated with 1N HCl (20 mL). The organic layer was collected, washed with brine, dried over MgSO4, and concentrated in vacuo to give a brown oil (8.09 g) that was used in the next step without further purification.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: USRE044048E1uspto-grants-2013_03