反应详情

5.5 g of 4-[((3S)-1-tert-butoxycarbonyl-3-pyrrolidinyl)oxy]-3-methoxybenzaldehyde was dissolved in 20 ml of dichloromethane, followed by the addition of 30 ml of formic acid. The thus prepared mixture was stirred at room temperature for 1 hour and then at 50° C. for 1 hour. The solvent and formic acid were distilled off under a reduced pressure, and the resulting residue was dissolved in 100 ml of tetrahydrofuran. The thus prepared solution was mixed with 2.68 g of acetyl chloride, and 8.63 g of triethylamine was added dropwise thereto while stirring under ice cooling. Thereafter, the solvent was distilled off, and the residue thus obtained was dissolved in chloroform, and washed with water, followed by drying of the resulting organic layer. After distilling off the solvent, the resulting residue was purified by subjecting it to silica gel column chromatography using toluene as an elution solvent, thereby obtaining 4.3 g of 4-[((3S)-1-acetyl-3-pyrrolidinyl)oxy]-3-methoxybenzaldehyde as a viscous oil.

1. waitat 50° C. for 1 hour
2. distillationThe solvent and formic acid were distilled off under a reduced pressure
3. dissolutionthe resulting residue was dissolved in 100 ml of tetrahydrofuran
4. additionThe thus prepared solution was mixed with 2.68 g of acetyl chloride, and 8.63 g of triethylamine
5. additionwas added dropwise
6. stirringwhile stirring under ice cooling
7. distillationThereafter, the solvent was distilled off
8. customthe residue thus obtained
9. washwashed with water
10. customby drying of the resulting organic layer
11. distillationAfter distilling off the solvent
12. customthe resulting residue was purified