METHYL 4-N-HEXADECYLOXYBENZOATE synthesis

4synthesis methods

Product Name:METHYL 4-N-HEXADECYLOXYBENZOATE
CAS Number:40654-35-1
Molecular formula:C24H40O3
Molecular Weight:376.57

99-76-3 Synthesis

99-76-3
759 suppliers
$5.00/25g

112-82-3 Synthesis

112-82-3
390 suppliers
$10.00/5g

40654-35-1
16 suppliers
$106.00/250mg

Yield:40654-35-1 98%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide;

Steps:

7

This molecule was synthesized following the same general procedure as that for the preparation of methyl 4-dodecyloxybenzoate, K2CO3 (18.1 g, 132 mmol), methyl 4-hydroxybenzoate (10.0 g, 65.8 mmol), 1-bromotetradecane (19.9 g, 71.6 mmol), DMF (120 mL). TLC (CH2Cl2), 20.9 g (92%) as a white solid. mp 64-66° C. (literature³65-66° C.) ¹H NMR (500 MHz, CDCl3) δ=7.97 (d, 2H, J=8.8 Hz), 6.88 (d, 2H, J=8.8 Hz), 3.97 (t, 2H, J=6.6 Hz), 3.86 (s, 3H), 1.81-1.77 (n, 2H), 1.44 (m, 2H), 1.31-1.25 (m, 16H), 0.87 (t, 3H, J=6.8 Hz). ¹³C NMR (125 MHz, CDCl3) δ=167.0, 163.1, 131.7, 122.4, 114.1, 68.3, 51.9, 32.1, 29.8 (×2), 29.7, 29.6, 29.5 (×2), 29.3, 26.3, 26.1, 26.0, 22.9, 14.3.

References:

US2006/88499,2006,A1 Location in patent:Page/Page column 43

99-96-7 Synthesis