Hydrochloric Acid → 6-(2-chloroacetamido)hexanoic acid

18 mL (221 mMol) chloracetylchloride was added dropwise to 20 g (153 mMol) 6-aminohexanoic acid dissolved in 80 mL cold NaOH solution (2 N) at RT. The reaction mixture was stirred for 30 minutes while the pH of the solution was kept between 10 and 11 with occasional addition of NaOH solution (6 N). The pH of the reaction mixture was then altered to pH 5 with HCl (2 N) and the residue was filtered. The residue was then washed with water until the pH of the water was neutral. The product, dried over phosphorus pentoxide, was re-dissolved in 300 ml chloroform and filtered to remove the undissolved residue. Heptane was added to the filtrate and a syrup was obtained by stirring under cooling. The product was filtered, dried and was then crystallized from water.

1. filtrationthe residue was filtered
2. washThe residue was then washed with water until the pH of the water
3. dry with materialThe product, dried over phosphorus pentoxide
4. dissolutionwas re-dissolved in 300 ml chloroform
5. filtrationfiltered
6. customto remove the undissolved residue
7. additionHeptane was added to the filtrate
8. customa syrup was obtained
9. stirringby stirring
10. temperatureunder cooling
11. filtrationThe product was filtered
12. customdried
13. customwas then crystallized from water

ORD record

ord-798bd8c26f824cc794507d9321608b8c

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08946129B2