Methanol → (S)-methyl 2-aminobutanoate hydrochloride

Temperature

2.5 °C

5.0 g of (S)-amino butyric acid (23) was suspended in 50 ml of methanol and stirred at 0-5° C. 6.35 g of thionyl chloride was added dropwise over 45 min to form a clear solution. After stirring for 20 hours at room temperature, the reaction was concentrated under reduced pressure to dryness and the almost colourless residue solidified to give the required product which was dried in an oven at 50° C. under vacuum (7.6 g; 102% crude yield). The same reaction was scaled-up from 200 g of the amino acid and provided 296 g (99.5% yield) of product (24).

1. customto form a clear solution
2. stirringAfter stirring for 20 hours at room temperature
3. concentrationthe reaction was concentrated under reduced pressure to dryness

ORD record

ord-20e1c260af6b444b978d8f4a5ffca3a5

Source dataset

uspto-grants-2009_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07563912B2