Decanoic acid, 10-iodo- synthesis
- Product Name:Decanoic acid, 10-iodo-
- CAS Number:71736-18-0
- Molecular formula:C10H19IO2
- Molecular Weight:298.1611
50530-12-6
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Yield:71736-18-0 98%
Reaction Conditions:
with sodium iodide in acetone at 20; for 18 h;Inert atmosphere;
Steps:
7
10-Iododecanoic acid (2):To a mechanically stirred solution of 10-bromodecanoic acid (5Og, 0.2mol) in IL of acetone under nitrogen was added sodium iodide (238.7g, 1.59mol) and the resulting heterogeneous reaction mixture was allowed to stir at room temperature for 18h. The thick reaction mixture was filtered through a pad of Celite 521, concentrated in vacuo to one-fifth volume and diluted with IL of brine. This was extracted with 4 X 250 mL of hexanes. The combined organic extracts were washed with 2 X 25OmL of freshly prepared 10% aqueous sodium thiosulfate, dried over sodium sulfate, concentrated in vacuo and vacuum dried to give iodo acid 2 (57.5g, 98%) as a white solid:1H NMR (400 MHz, CDC13): 1.23-1.41 (m, 10H), 1.60-1.67 (m, 2H), 1.80-1.85 (m,2H)5 2.34 (t, J= 7.3Hz, 2H), 3.17 (t, J=7.32Hz, 2H), 11.45 (br s, OH).
References:
WO2011/6061,2011,A1 Location in patent:Page/Page column 44-45
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51309-10-5
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