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ChemicalBook CAS DataBase List 9-Bromononanoic acid

9-Bromononanoic acid synthesis

8synthesis methods
55362-80-6 Synthesis
9-Bromo-1-nonanol

55362-80-6
277 suppliers
$10.00/1g

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Yield:41059-02-3 100%

Reaction Conditions:

with nitric acid at 20 - 80; for 5.5 h;

Steps:


To a solution of concentrated nitric acid (10 mL, 258 mmol) 9-bromononanol (1 gr, 4.48 mmol) was added over a period of 30 minutes, maintaining a temperature of 25-30 0C. The solution was stirred at room temperature for 4 hours, then heated to 80 0C and stirred for an additional hour. The reaction mixture was then cooled back to room temperature and diluted carefully with 100 mL of distilled water. The product was extracted with diethyl ether (4x25 mL) after which the organic phases where combined and dried over magnesium sulfate. The mixture was then filtered and concentrated in vacuo to yield product 4a quantitatively. 1H-NMR (200 MHz, CDCl3): 1.3-1.5 (m; 8H), 1.59-1.71 (m; 2H), 1.78-1.92 (m; 2H), 2.36 (t; / = 7.4 Hz ;2H), 3.40 (t; /= 6.8 Hz; 2H), 9.8 (m, IH).

References:

NATIONAL INSTITUTE FOR BIOTECHNOLOGY IN THE NEGEV;MEIJLER, Michael M.;AMARA, Neri;RAYO, Josep WO2011/1419, 2011, A1 Location in patent:Page/Page column 17

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