2,2,2-Trifluoro-1-methoxyethanol → 4-bromo-N-(2,2,2-trifluoro-1-hydroxyethyl)benzamide

Participants

Reaction Conditions

Reaction Steps

was prepared by use of 2,2,-trifluoro-1-methoxy-ethanol in place of chloral in the general method set forth above with the following procedural changes: A mixture of 4-bromobenzamide (0.78 g, 3.9 mmol) and 2,2,2-trifluoro-1-methoxy-ethanol (0.51 mL, 4.3 mmol) was heated at 100° C. for 18 hours. The mixture was evaporated and the residue was diluted with chloroform and concentrated onto silica gel. The product was purified on a SiO2 MPLC column with 1% MeOH:CH2Cl2 to yield the intermediate 4-bromo-N-(2,2,2-trifluoro-1-hydroxyethyl)benzamide, which was used in the general method set forth above to prepare Compound 13.

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