ChemicalBook CAS DataBase List Octadecanoic acid, 18-bromo-

Octadecanoic acid, 18-bromo- synthesis

5synthesis methods

Product Name:Octadecanoic acid, 18-bromo-
CAS Number:2536-38-1
Molecular formula:C18H35BrO2
Molecular Weight:363.37

59101-17-6
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2536-38-1
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Yield:2536-38-1 98%

Reaction Conditions:

with Jones reagent in water;acetone; for 1.25 h;Cooling;

Steps:

2.B Compound 20.

Compound 20. (0421) A round bottom flask was charged with compound 19 (2.01 g, 5.73 mmol) and the solid dissolved in reagent grade acetone (150 mL). Simultaneously, Jones reagent was prepared by dissolving CrO₃(2.25 g, 22 mmol) in H₂SO₄(4 mL) and then slowly adding 10 mL of cold water and letting the solution stir for 10 min. The cold Jones reagent was then added to the round bottom flask slowly over 5 min., after which the solution stirred for 1 hr. The resulting orange solution turned green within several minutes. The mixture was then quenched with water (150 mL) extracted twice in ether (3×150 mL). The ether layers were then dried with magnesium sulfate, and concentrated to yield compound 20 (2.08 g, 98% yield) as a white powder. ¹H NMR (CDCl₃, 200 MHz) δ 1.27 (br s, 26H), 1.58-1.71 (m, 2H), 1.77-1.97 (m, 2H), 2.36 (t, 2H, J=7.4 Hz), 3.42 (t, 2H, J=7 Hz).

References:

US9163091,2015,B2 Location in patent:Page/Page column 61; 63

3155-42-8 Synthesis