4'-METHOXY-2,2,2-TRIFLUOROACETOPHENONE synthesis
- Product Name:4'-METHOXY-2,2,2-TRIFLUOROACETOPHENONE
- CAS Number:711-38-6
- Molecular formula:C9H7F3O2
- Molecular Weight:204.15
Yield: 75%
Reaction Conditions:
in tetrahydrofuran at -5 - 20;Heating / reflux;
Steps:
6 Example 6: Synthesis [OF 2-METHOXY-5-(2L22-TRIFLUORO-L-TRIFLUOROMETHYL-ETHYL .-] phenylamine
Trifluoroacetic anhydride (30 mL, 0.201 mol) was placed in a 500 mL [3-NECK] round bottom flask under nitrogen and cooled to-5 °C in ice/acetone bath. A 0.5 M solution of 4-methoxyphenyl magnesium bromide in THF (200 mL, 0.100 mol) was added dropwise (over an hour), maintaining temperature less than 5 [°C.] After the addition was complete, the reaction was stirred at room temperature overnight, then heated to reflux for 2 h. The THF solvent was removed in vacuo and the residue was partitioned between ether and saturated ammonium chloride aqueous solution. The layers were separated and the organic layer was washed with 1 N [HCI,] then 1 N [NAOH,] then water, then brine, and then dried over MgS04 and concentrated in vacuo. The resulting oil was purified by Kugelrohr distillation at [150 °C] to providel5 g of 4-methoxytrifluoroacetophenone as a bright yellow oil, 75% of theory.
References:
BOEHRINGER INGELHEIM PHARMACEUTICALS, INC. WO2004/14870, 2004, A1 Location in patent:Page 44-46
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