Phenol → HCID 90406404, compound

Participants

Reaction Steps

Chiral reduction of 3-oxo-3-(3-(thiophen-2-ylmethoxy)phenyl)propanenitrile following the method used in the preparation of phenol (7, Intermediate I) gave after flash column chromatography (R)-3-hydroxy-3-(3-(thiophen-2-ylmethoxy)phenyl)propanenitrile as a white solid. Yield (2.6 g, 82%); 1H NMR (400 MHz, DMSO-d6): δ 7.55 (d, J=4.8 Hz, 1H), 7.25 (t, J=8.0 Hz, 1H), 7.21 (d, J=3.2 Hz, 1H), 7.06-6.99 (m, 3H), 6.94 (dd, J=8.0, 2.0 Hz, 1H), 5.95 (d, J=4.4 Hz, 1H), 5.27 (s, 2H), 4.85 (dd, J=11.2, 4.8 Hz, 1H), 2.92-2.77 (m, 2H). Yield (2.6 g, 92%); MS: m/z 260.06 [M+H]+.

Provenance & Evidence