Decanoic acid synthesis
- Product Name:Decanoic acid
- CAS Number:334-48-5
- Molecular formula:C10H20O2
- Molecular Weight:172.26
821-95-4
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334-48-5
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Yield:334-48-5 91%
Reaction Conditions:
Stage #1: 1-undecenewith ozone in water;acetonitrile at 0;Inert atmosphere;
Stage #2: with sodium chlorite in water;acetonitrile at 15 - 20; under 760.051 Torr;Inert atmosphere;
Stage #3: with sodium hydrogen sulfate in water;acetonitrile at 35; for 0.166667 h;Inert atmosphere;
Steps:
General procedure: To a vial was added a solution of 4-phenyl-1-butene (1 mL, 0.88g, 6.66 mmol, 1 equiv) dissolved in MeCN (15.8 mL, 18 mL/g)and H2O (1.8 mL, 2 mL/g). The solution was cooled to 0 °C andsparged with ozone at a rate of 12 h at r.t. under 1 atm of nitrogen. A solution ofNaHSO3 was made by dissolving Na2S2O5 (2.77 g, 14.58 mmol,2.19 equiv) in H2O (14 mL). This solution was slowly added tothe reaction maintaining a internal temperature <35 °C and themixture stirred for 10 min. EtOAc (10 mL) was added to themixture, and the layers were separated. The aqueous layer wasextracted with EtOAc, the organic layers combined, dried overMgSO4, filtered, and concentrated to provide a colorless oil(0.95 g, 95% yield).
References:
Cochran, Brian M. [Synlett,2016,vol. 27,# 2,art. no. ST-2015-R0586-L,p. 245 - 248] Location in patent:supporting information
112-30-1
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334-48-5
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4353-06-4
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112-31-2
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334-48-5
633 suppliers
$6.00/25g