Formic Acid → 2-(1-Methylpiperidin-4-yl)ethan-1-ol

Temperature

95 °C

2-Piperidin-4-yl-ethanol (2.37 g, 18.3 mmol) was dissolved in formic acid (2.1 mL, 55.7 mmol), 35% aqueous formaldehyde solution (4.5 mL, 55.4 mmol) and water (20 mL). The reaction mixture was heated at 95° C. for 2 hours, and then cooled to room temperature. The reaction mixture was quenched by slowly pouring it onto a saturated NaHCO3 solution (200 mL) and concentrated in vacuo. The residue was suspended in MeOH (100 mL) and stirred for 2 hours, filtered, and the filtrate was concentrated in vacuo to give 2-(1-methyl-piperidin-4-yl)-ethanol (3.38 g, 129%) as a colourless oil which was used without further purification.

1. temperaturecooled to room temperature
2. customThe reaction mixture was quenched
3. additionby slowly pouring it onto a saturated NaHCO3 solution (200 mL)
4. concentrationconcentrated in vacuo
5. filtrationfiltered
6. concentrationthe filtrate was concentrated in vacuo

ORD record

ord-0e295f36a63d4e6db96bb06b82d33d89

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08093248B2