Chlorotrimethylsilane → 2-[(Cyclopentylcarbonyl)amino]butanoic acid

Temperature

0 °C

35 g (339 mmol) 2-aminobutanoic acid and 75.6 g (747 mmol) triethylamine are suspended in 300 ml of dichloromethane and stirred at 0° C. 81 g (747 mmol) chlorotrimethylsilane are added dropwise, then the mixture is stirred for 1 hour at room temperature and 1 hour at 40° C. After cooling down at −10° C., 45 g (339 mmol) cyclopentanecarbonyl chloride are added slowly. The reaction mixture is stirred for 2 hours at −10° C. and then 1 hour at room temperature. At 0° C., 50 ml of water are added. The mixture is diluted with water and dichloromethane, filtered and the solid product washed with water/dichloromethane 9/1, toluene and diethylether.

1. stirringthe mixture is stirred for 1 hour at room temperature and 1 hour at 40° C
2. temperatureAfter cooling down at −10° C.
3. stirringThe reaction mixture is stirred for 2 hours at −10° C.
4. custom1 hour
5. customat room temperature
6. filtrationfiltered
7. washthe solid product washed with water/dichloromethane 9/1, toluene and diethylether

ORD record

ord-a0112f11c23a4f8d9cf20e8c9624a0a5

Source dataset

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07087605B2