Triethylamine → HCID 18973252, compound

Participants

Reaction Steps

There were dissolved, in 14 ml of dimethylsulfoxide, 700 mg of 4-hydroxymethyl-1-[(5-methyl-2-phenyloxazol-4-yl)methyl]indole prepared in Example 29 and 890 mg of triethylamine, followed by addition of 700 mg of sulfur trioxide-pyridine complex to the solution and stirring for 30 minutes. The reaction solution was added to 100 ml of a 10% ammonium chloride aqueous solution, followed by extraction with ethyl acetate (50 ml×3). The resulting organic phase was washed, in turn, with water (50 ml×2) and 50 ml of a saturated common salt solution and dried over anhydrous sodium sulfate. After removal of the solvent through distillation under reduced pressure, the resulting residue was crystallized in 50 ml of ether to thus give 640 mg of 1-[(5-methyl-2-phenyloxazol-4-yl)methyl]indole-4-carbaldehyde as pale yellow crystals. The yield thereof was found to be 84%.

Provenance & Evidence