1-(6-hydroxy-1,3-benzodioxol-5-yl)Ethanone synthesis
- Product Name:1-(6-hydroxy-1,3-benzodioxol-5-yl)Ethanone
- CAS Number:66003-50-7
- Molecular formula:C9H8O4
- Molecular Weight:180.16
533-31-3
626 suppliers
$5.00/100mg
108-24-7
0 suppliers
$14.00/250ML
66003-50-7
14 suppliers
inquiry
Yield: 82%
Reaction Conditions:
with boron trifluoride diethyl etherate in methanol at 0 - 90; for 2 h;Inert atmosphere;
Steps:
B39.1
(a) Step 1
A solution of sesamol (5.6 g, 40 mmol) in acetic anhydride (20 mL) was cooled to 0°C under an argon atmosphere.
The solution was slowly added with boron trifluoride/diethyl ether complex (10 mL), and then the mixture was stirred at 90°C for 2 hours.
The reaction mixture was added to saturated aqueous sodium acetate (50 mL), and the mixture was stirred at room temperature.
The solid formed was removed by filtration, and then the reaction mixture was extracted with ethyl acetate, and the organic layer was successively washed with saturated aqueous sodium hydrogencarbonate, water and saturated brine, and then dried over anhydrous magnesium sulfate.
The solvent was evaporated under reduced pressure, and the residual solid was suspended in methanol, thereby washed, then collected by filtration and dried to obtain 1-(6-hydroxybenzo[d][1,3]dioxol-5-yl)ethanone (5.9 g, 82%).
1H NMR (300 MHz, CDCl3) δ 2.53 (s, 3H), 5.99 (s, 2H), 6.45 (s, 1H), 7.06 (s, 1H), 13.04 (s, 1H).
References:
The University of Tokyo;Riken;NAGANO Tetsuo;OKABE Takayoshi;KOJIMA Hirotatsu;SAITO Nae;NAKANO Hirofumi;ABE Masanao;TANAKA Akiko;HONMA Teruki;YOKOYAMA Shigeyuki;TSUGANEZAWA Keiko;YUKI Hitomi EP2565192, 2013, A1 Location in patent:Paragraph 0470
533-31-3
626 suppliers
$5.00/100mg
75-36-5
592 suppliers
$17.92/100G
66003-50-7
14 suppliers
inquiry
326-58-9
28 suppliers
inquiry
66003-50-7
14 suppliers
inquiry
533-31-3
626 suppliers
$5.00/100mg
66003-50-7
14 suppliers
inquiry