反应详情

To a mixture of 3-fluoro-4-nitrobenzaldehyde (4.85 g, 28.7 mmol), piperidine (3.12 mL, 31.5 mmol) and 20 drops of AcOH in DCM was added sodium triacetoxyborohydride (6.69 g, 31.5 mmol), and the resulting suspension was stirred at RT for 30 minutes. The reaction was made basic with 2N aqueous NaOH, and extracted with DCM. The organic layer was washed with brine and was dried over sodium sulfate, filtered and concentrated in vacuo to yield a red oil. The residual oil was purified via MPLC, eluting with a gradient of 0-100% EtOAc in hexane to yield 1-(3-fluoro-4-nitrobenzyl)piperidine (3.98 g, 16.70 mmol, 58.2% yield) as an orange oil.

1. extractionextracted with DCM
2. washThe organic layer was washed with brine
3. dry with materialwas dried over sodium sulfate
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. customto yield a red oil
7. customThe residual oil was purified via MPLC
8. washeluting with a gradient of 0-100% EtOAc in hexane