3,5-Dichlorobenzyl chloride → HCID 54315739, compound

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Reaction Steps

Prepared from 2-(2-tert-butyldimethylsiloxyethyl)-3,4-dihydro-3-oxo-2H-1,4-benzoxazine by Methods F and G, alkylating with 3,5-dichlorobenzyl chloride, in 89% overall yield. A sample was crystallized from CH2Cl2 /hexane/ether to afford a white solid, mp 104°-106° C.; IR (KBr) 3525, 1680, 1570, 1505, 1398, 1063, 760 cm-1 ; 1H NMR (CDCl3) δ1.92 (brs, 1H), 2.17-2.37 (m, 2H), 3.93 (t, J=5.7 Hz, 2H), 4.87 (q, J=5.4 Hz, 1H), 5.13 (ABq, JAB =16.3 Hz, 2H), 6.78 (d, J=7.3 Hz, 1H), 6.93-7.05 (m, 2H), 7.12 (br d, J=1.7 Hz, 2H), 7.26-7.28 (m, 2H); Anal. Calc'd for C17H15Cl2NO3 : C, 57.97; H, 4.29; N, 3.98. Found: C, 57.96; H, 4.17; N, 3.87.

Provenance & Evidence