4-(Octyloxy)benzyl chloride synthesis

7synthesis methods

Product Name:4-(Octyloxy)benzyl chloride
CAS Number:110482-75-2
Molecular formula:C15H23ClO
Molecular Weight:254.7955

67698-68-4 Synthesis

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Yield:110482-75-2 97%

Reaction Conditions:

with dichloro sulfoxide in dichloromethane;

Steps:

17

This compound was synthesized following the same general procedure as that for the preparation of 4-ethoxybenzyl chloride; thionyl chloride (6.36 g, 53.4 mmol), 4-octyloxybenzyl alcohol (12.4 g, 52.5 mmol), CH₂Cl₂(150 mL). Oil, 13.1 g (97%). ¹H NMR (300 MHz, CDCl3) δ=7.28 (d, 2H, J=6.6 Hz), 6.86 (d, 2H, J=6.6 Hz), 4.56 (s, 2H), 3.95 (t, 2H, J=6.3 Hz), 1.77 (m, 2H), 1.34 (m, 2H), 1.28 (m, 8H), 0.89 (t, 3H, J=6.9 Hz). ¹³C NMR (75 MHz, CDCl3) δ=159.5, 130.2, 129.7, 114.9, 68.3, 46.6, 32.0, 29.6, 29.4 (×2), 26.2, 22.9, 14.3.

References:

US2006/88499,2006,A1 Location in patent:Page/Page column 45

111-83-1 Synthesis