9-Heptadecanol synthesis
- Product Name:9-Heptadecanol
- CAS Number:624-08-8
- Molecular formula:C17H36O
- Molecular Weight:256.47
17049-49-9
101 suppliers
$74.70/100ml
109-94-4
492 suppliers
$10.00/10g
624-08-8
134 suppliers
$113.00/1g
Yield:624-08-8 89.3%
Reaction Conditions:
Stage #1:octylmagnesium bromide;formic acid ethyl ester in tetrahydrofuran at 20;
Stage #2: with ammonium chloride in tetrahydrofuran;methanol;water
Steps:
4.2.1. Heptadecane-9-ol (1)
A solution of ethyl formate (10 g, 135 mmol) in dry THF (80 mL) was added dropwise to a fresh solution of octyl magnesium bromide, which was prepared from 1-bromooctane (58 g, 300 mmol) and magnesium (8.15 g, 340 mmol) in 150 mL dry THF. After then, the reaction mixture was stirred overnight at room temperature. Next, the reaction mixture was quenched by the addition of MeOH, followed by saturated aqueous NH4Cl. The crude compound was extracted three times with ethyl acetate. The combined organic fractions were washed with brine and dried over MgSO4. After removal of the solvent, the residue was purified by recrystalization from acetonitrile to afford heptadecane-9-ol (1) as white solids (30.91 g, 89.3%). 1H NMR (300 MHz, CDCl3), δ (ppm): 3.58 (m, 1H), 1.43-1.25 (m, 29H), 0.88 (t, J=6.6 Hz, 6H).
References:
Sahu, Duryodhan;Padhy, Harihara;Patra, Dhananjaya;Yin, Jen-Fu;Hsu, Ying-Chan;Lin, Jiann-T'Suen;Lu, Kuang-Lieh;Wei, Kung-Hwa;Lin, Hong-Cheu [Tetrahedron,2011,vol. 67,# 2,p. 303 - 311] Location in patent:experimental part
540-08-9
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$45.00/500mg
624-08-8
134 suppliers
$113.00/1g
111-83-1
503 suppliers
$12.00/25g
109-94-4
492 suppliers
$10.00/10g
624-08-8
134 suppliers
$113.00/1g
124-19-6
364 suppliers
$7.00/25g
17049-49-9
101 suppliers
$74.70/100ml
624-08-8
134 suppliers
$113.00/1g
