Hydrochloric Acid → HCID 12294475, compound

Participants

Reaction Conditions

Reaction Steps

2-Isopropylamino-ethanol (5 g, 48 mmol) (Fluka) was added to a cooled (−5° C.) mixture of sodium hydride (5 g, 48 mmol) in N,N-dimethylformamide (200 mL) and stirred for 10 minutes at 0° C., 30 minutes at room temperature, and then 30 minutes at 450° C. After cooling to −1° C., 1-fluoro-4-nitrobenzene (8.21 g, 57.6 mmol) (Aldrich) was added and stirred for 20 minutes at −10° C. and 90 minutes at room temperature. The reaction was adjusted to pH 2 with 6N hydrochloric acid and the mixture extracted with ether (4×100 mL). The aqueous layer was adjusted to pH 9 with 4N sodium hydroxide and extracted with ethyl acetate. (4×100 mL), dried (Na2SO4), filtered and the solution concentrated in vacuo and the residue was dried under high vacuum to give 6.14 g (57%) of isopropyl-[2-(4-nitro-phenoxy)-ethyl]-amine.

Provenance & Evidence