Aluminium lithium hydride → N-pentylthiophen-3-amine

Temperature

60 °C

To a solution of N-3-thienylpentanamide (13.4 g, 73.0 mmol) in THF (200 mL) was added LiAlH4 (3.50 g, 100 mmol) at ambient temperature. The resulting mixture was stirred at ambient temperature for 16 h and at 60° C. for 1 h. After cooling down to ambient temperature, the reaction was quenched by the addition of saturated sodium sulfate dropwise until the color change from green to white and diluted with THF (200 mL). The reaction mixture was filtered through celite and the filtrate was concentrated in vacuo to dryness. The residue was subjected to column chromatography to yield the title compound (9.70 g, 79%): MS (ES+) m/z 170.3 (M+1).

1. temperatureAfter cooling down to ambient temperature
2. customthe reaction was quenched by the addition of saturated sodium sulfate dropwise until the color change from green to white and
3. additiondiluted with THF (200 mL)
4. filtrationThe reaction mixture was filtered through celite
5. concentrationthe filtrate was concentrated in vacuo to dryness

ORD record

ord-0ad2dc16b35a40c5ae8d34ebb73b7adf

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07799798B2