Ethanolamine → HCID 9899143, compound

Participants

Reaction Steps

The intermediate azidomethylcyclopentane was obtained from commercially available cyclopentanemethanol as described in General Procedure D. Spectroscopic data: 1H NMR (CDCl3, 300 MHz) δ 3.18 (d, J=10.0 Hz, 2H), 2.23-2.05 (m, 1H), 1.87-1.74 (m, 2H), 1.68-1.55 (m, 4H), 1.30-1.15 (m, 2H). The azide was then converted into cyclopentylmethyl isothiocyanate, which was reacted with ethanolamine to afford the title compound (12.68 g, 63%) according to General Procedure A. Spectroscopic data: 1H NMR (D6, DMSO, 300 MHz) δ 7.46 (br s, 1H), 7.31 (br s 1H), 4.72 (br s, 1H), 3.5-3.38 (m, 4H), 3.25 (br s, 2H), 2.03 (quintet, J=6.4 Hz, 1H), 1.70-1.57 (m, 3H), 1.55-1.41 (m, 3H), 1.20-1.10 (m, 2H).

Provenance & Evidence