Pyridine → 1197-50-8

Phenylpropionaldehyde (3.35 g, 3.3 ml, 25 mmol) was dissolved in EtOH (90 ml) and mixed successively with hydroxylamine hydrochloride (2.6 g, 37.5 mmol) and abs. pyridine (2.42 ml, 30 mmol) while stirring. After stirring for 4 h, the solvent was removed under vacuum, the residue taken up in toluene (1×50 ml) and the solvent removed again under vacuum. The oily residue was stirred with EtOAc (50 ml) and water (30 ml) for 15 min. Subsequently, the phases were separated. The organic phase was washed with water (2×20 ml), dried and concentrated. The oil obtained (4.71 g) was highly contaminated and crystallised only in part. The oil was dissolved in n-hexane (20 ml) and stored for 18 h at 5° C. The precipitated plates were removed by suction-filtration. Compound Z was obtained as a white solid in a yield of 24% (892 mg) having a melting point of 85-93° C.

1. customthe solvent was removed under vacuum
2. customthe solvent removed again under vacuum
3. stirringThe oily residue was stirred with EtOAc (50 ml) and water (30 ml) for 15 min
4. customSubsequently, the phases were separated
5. washThe organic phase was washed with water (2×20 ml)
6. customdried
7. concentrationconcentrated
8. customThe oil obtained (4.71 g)
9. customcrystallised only in part
10. dissolutionThe oil was dissolved in n-hexane (20 ml)
11. waitstored for 18 h at 5° C
12. customThe precipitated plates were removed by suction-filtration

ORD record

ord-b9c72bcc91a84f9881758968488be461

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08772307B2