Benzyl Chloride → 2-(Benzylsulfanyl)ethan-1-amine

A suspension of 2-aminoethanethiol hydrochloride (2.27 g, 20.0 mmol), benzyl chloride (2.42 mL, 21.0 mmol) and cesium carbonate (19.5 g, 60 mmol) in DMF (100 mL) was stirred overnight. The reaction mixture was then diluted with ethyl acetate (200 mL) and filtered into a separation funnel. The solid residue was washed with ether (50 mL×3). The combined filtrates were then washed with water (80 mL×5) and brine (50 mL), dried over potassium carbonate and filtered. The filtrate was concentrated first with rotary evaporator (water bath at 80° C.), then by high vacuum (1 mm Hg) to give 2-benzylthioethylamine in good purity. The crude product was used for next step without further purification.

1. filtrationfiltered into a separation funnel
2. washThe solid residue was washed with ether (50 mL×3)
3. washThe combined filtrates were then washed with water (80 mL×5) and brine (50 mL)
4. dry with materialdried over potassium carbonate
5. filtrationfiltered
6. concentrationThe filtrate was concentrated first with rotary evaporator (water bath at 80° C.)

ORD record

ord-bd793c39aa344d96bb53fd572d791e4d

Source dataset

uspto-grants-1997_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05631401