Sodium Hydroxide → 2-Amino-1-(3-chlorophenyl)ethan-1-ol

Temperature

25 °C

To a stirred suspension of LAH (2.36 g, 59 mmol) in dry THF (70 mL) was added a solution of (3-chloro-phenyl)-hydroxy-acetonitrile (4.0 g, 24 mmol) in dry THF (55 mL) dropwise at 0° C. under nitrogen atmosphere. The mixture was warmed to 25° C. and then heated at 60° C. for 2 hours. After cooling to 0° C., a saturated solution of sodium hydroxide was added dropwise and extracted with dichloromethane (200 mL). The organic solution was dried over anhydrous sodium sulfate and concentrated to dryness. The residue was purified by column chromatography (methanol:dichloromethane, 1:10) to afford 2-amino-1-(3-chloro-phenyl)-ethanol. (Yield 2.86 g, 70%).

1. temperatureheated at 60° C. for 2 hours
2. temperatureAfter cooling to 0° C.
3. extractionextracted with dichloromethane (200 mL)
4. dry with materialThe organic solution was dried over anhydrous sodium sulfate
5. concentrationconcentrated to dryness
6. customThe residue was purified by column chromatography (methanol:dichloromethane, 1:10)

ORD record

ord-cffa8b3a2693438fb43886ae479973d1

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08362023B2