(+)-1-(1-Naphthyl)ethylamine → HCID 58934826, compound

Participants

Reaction Steps

A racemic mixture of the compound prepared in Example 9b, Step 3 was chirally resolved using the same protocol as for Example 609e, Step 1, S-enantiomer was identified as peak 2 with retention time 10.35 min: ESHRMS m/z 361.0848 (M−H, C17H17ClF3O3 Calc'd 361.0813). 1HNMR (DMSO-d6/400 MHz) 13.23 (brs, 1H, 7.80 (s, 1H), 7.55 (s, 1H), 7.01 (s, 1H), 5.89 (q, 1H, J=7.1 Hz), 3.30 (m, 2H), 2.56-2.60 (m, 2H), 1.31-1.37 (m, 2H), 0.91 (s, 9H). 19FNMR (d6-benzene; 6 eq of (R)-(+)-1-(1-naphthyl)ethylamine) d−77.80 (d, 3F, J=6.8 Hz, R-enantiomer), −77.77 (d, 3F, J=6.8 Hz, S-enantiomer).

Provenance & Evidence