3-(Phenylmethoxy)benzenemethanol → HCID 70102702, compound

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Prepared from 2-(2-tert-butyldimethylsiloxyethyl)-3,4-dihydro-3-oxo-2H-1,4-benzoxazine by Methods F and G, alkylating with the methanesulfonate ester of 3-benzyloxybenzyl alcohol, in 67% overall yield as a viscous liquid, after flash chromatography eluting with 30-100% EtOAc in hexane, IR (CHCl3) 3434, 2933, 1681, 1500, 1401, 1256, 1054, 751 cm-1 ; 1H NMR (CDCl3) δ 1.77 (br s, 1H plus HDO), 2.20-2.34 (m, 2H), 3.91 (t, J=5.5 Hz, 2H), 4.82 (dd, J=7.5, 5.7 Hz, 1H), 5.02 (s, 2H), 5.11 (ABq, JAB =16.0 Hz, 2H), 6.85-7.01 (m, 7H), 7.22-7.41 (m, 6H); MH+ at m/z=390; Anal. Calc'd for C24H23NO4 : C, 74.02; H, 5.95; N, 3.60. Found: C, 73.61; H, 6.03; N, 3.55.

Provenance & Evidence