Pentanenitrile, 4-methyl- → HCID 178444903, compound

A mixture of isocapronitrile (1.00 g, 10.30 mmol), hydroxylamine hydrochloride (0.786 g, 11.32 mmol), and sodium hydroxide (0.453 g, 11.32 mmol) in EtOH (21 mL) and water (5 mL) was stirred at room temperature for 48 hours. The reaction mixture was concentrated in vacuo to yield a white solid which was re-dissolved in dichloromethane (100 mL). The insoluble salt was removed by filtration. The organic layer was concentrated in vacuo to dryness. The title compound was obtained as a white solid in 55% yield (0.730 g). 1H NMR (300 MHz, CDCl3) δ 6.6 (br., s, 1H), 4.5 (br., s, 2H), 2.2 (m, 2H), 1.50 (m, 1H), 1.4 (m, 2H), 0.85 (m, 6H).

1. concentrationThe reaction mixture was concentrated in vacuo
2. customto yield a white solid which
3. customThe insoluble salt was removed by filtration
4. concentrationThe organic layer was concentrated in vacuo to dryness

ORD record

ord-bb1ecb0ac2254ea7bf67618380422779

Source dataset

uspto-grants-2010_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07767677B2