1-(4-hydroxy-3-methoxyphenyl)decan-5-one synthesis
- Product Name:1-(4-hydroxy-3-methoxyphenyl)decan-5-one
- CAS Number:27113-22-0
- Molecular formula:C17H26O3
- Molecular Weight:278.39
555-66-8
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27113-22-0
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$75.00/250mg
Yield:27113-22-0 98%
Reaction Conditions:
with palladium 10% on activated carbon;hydrogen in tetrahydrofuran at 20;
Steps:
Synthesis of 1-(4'-hydroxy-3'-methoxyphenyl)-decan-3-one (M11)
Synthesis of 1-(4'-hydroxy-3'-methoxyphenyl)-decan-3-one (M11)
A solution of [6]-shogaol (276 mg, 1.0 mmol) in THF (2 mL) at rt was treated with 10% Pd/C (30 mg, 10% w/w) under H2.
The mixture was stirred at rt overnight and filtered.
The filtrate was concentrated under reduced pressure.
The residue was loaded to preparative TLC (hexane/EtOAc=8:1) to give the title compound M11 as a yellow oil (272 mg, yield 98%); 1H NMR (600 MHz, CDCl3) δ 6.69 (1H, d, J=1.6 Hz, H-2'), 6.82 (1H, d, J=8.0 Hz, H-5'), 6.66 (1H, dd, J=8.0, 1.7 Hz, H-6'), 2.69 (2H, t, J=7.4 Hz, H-1), 2.82 (2H, t, J 7.4 Hz, H-2), 2.37 (1H, t, J=7.4 Hz, H-4), 1.54 (2H, m, H-5), 1.30-1.24 (8H, m, ranged from H-6 to H-9), 0.87 (3H, t, J=6.8 Hz, H-10), and 3.87 (3H, s, OMe-3'); positive APCIMS, m/z 279 [M+H]+.
References:
North Carolina A&T State University;Sang, Shengmin;Chen, Huadong;Zhu, Yingdong US9272994, 2016, B1 Location in patent:Page/Page column 51
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27113-22-0
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121-33-5
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27113-22-0
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27113-22-0
218 suppliers
$75.00/250mg