Hydrochloric Acid → HCID 86609818, compound

A solution of 3.84 ml of n-pentylamine and 5.02 ml of triethylamine in 38 ml of toluene was added dropwise to 24 ml of a solution of 2.39 ml of chloromethyl chloroformate in toluene while cooling in an ice bath over a period of 15 min, and the mixture was stirred at room temperature for 15 hr. 1 N hydrochloric acid (60 ml) was added thereto, followed by separation. The organic layer was washed with 60 ml of a 5% aqueous sodium hydrogencarbonate solution and 60 ml of 20% brine, was dried over anhydrous magnesium sulfate, and was filtered. The solvent was removed by distillation under the reduced pressure, and the residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1) to give 3.31 g of chloromethyl N-pentan-1-ylcarbamate.

1. temperaturewhile cooling in an ice bath over a period of 15 min
2. customfollowed by separation
3. washThe organic layer was washed with 60 ml of a 5% aqueous sodium hydrogencarbonate solution and 60 ml of 20% brine
4. dry with materialwas dried over anhydrous magnesium sulfate
5. filtrationwas filtered
6. customThe solvent was removed by distillation under the reduced pressure
7. customthe residue was purified by column chromatography on silica gel (n-hexane:ethyl acetate=3:1)

ORD record

ord-17636cb5da52484ab64de21cd3422ee2

Source dataset

uspto-grants-2013_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08344154B2