4,5-METHYLENEDIOXY-2-NITROACETOPHENONE synthesis
- Product Name:4,5-METHYLENEDIOXY-2-NITROACETOPHENONE
- CAS Number:56136-84-6
- Molecular formula:C9H7NO5
- Molecular Weight:209.16
3162-29-6
205 suppliers
$18.00/5g
56136-84-6
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$45.00/25mg
Yield:56136-84-6 82%
Reaction Conditions:
with HNO3 in nitromethane at 20; for 2.5 h;
Steps:
XIV
Example XIV; Synthesis of 2-(3,4-methylenedioxy-6-nitrophenyl)-propoxycarbonyl piperidine (FIG. 4A, eq. 4, R=101); Preparation of 3,4-(methylenedioxy)-6-nitroacetophenone. To 3,4-(methylenedioxy)-acetophenone (2.70 g, 17.5 mmol) in 30 mL CH3NO2 at r.t. was added HNO3 (6.9 mL, 105 mmol) dropwise in 30 min. The solution was stirred for additional 2 h. The reaction mixture was carefully neutralized by the addition of saturated aqueous NaHCO3 solution and then extracted with DCM. The combined organic phase was dried overnight over anhydrous Na2SO4. The solvent was removed in vacuo and the residue was purified by silica gel chromatography (eluant: AcOEt/Hex, 1/2, v/v) to afford 3,4-(methylenedioxy)-6-nitroacetophenone (2.80 g, 82%) as light yellow solid. 1H-NMR (300 MHz, CDCl3): δ 7.56 (s, 1H, Ar-H), 6.76 (s, 1H, Ar-H), 6.19 (s, 2H, CH2), 2.50 (s, 3H, CH3). TLC: 33% ethyl acetate in hexane, Rf=0.5.
References:
US6965040,2005,B1 Location in patent:Page/Page column 24
3162-29-6
205 suppliers
$18.00/5g
2620-44-2
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56136-84-6
76 suppliers
$45.00/25mg
75-24-1
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712-97-0
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56136-84-6
76 suppliers
$45.00/25mg