Ethanolamine → 2-(Cyclopentylamino)ethan-1-ol

A mixture of ethanolamine (4 ml, 0.066 mmol) and cyclopentanone (6.85 ml, 0.08 mmol) in ethanol (60 ml) was stirred at ambient temperature for 30 minutes. The mixture was cooled in ice and then sodium borohydide (3.04 g, 0.08 mmol) was added slowly over 20 minutes. The mixture was stirred for 15 minutes before water (10 ml) was added. The mixture was evaporated under reduced pressure and the residue dissolved in dichloromethane and dried over magnesium sulphate and then evaporated under reduced pressure. The crude product was purified by vacuum distillation to give 2-(cyclopentylamino)ethanol (3 g, 35% yield) as a clear oil:

1. temperatureThe mixture was cooled in ice
2. additionwas added
3. customThe mixture was evaporated under reduced pressure
4. dissolutionthe residue dissolved in dichloromethane
5. dry with materialdried over magnesium sulphate
6. customevaporated under reduced pressure
7. distillationThe crude product was purified by vacuum distillation

ORD record

ord-e5d11fd7901b419fb6a3221c5f088fed

Source dataset

uspto-grants-2010_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07691867B2