(2-METHOXY-4-NITROPHENYL)METHANEDIOL DIACETATE synthesis
- Product Name:(2-METHOXY-4-NITROPHENYL)METHANEDIOL DIACETATE
- CAS Number:198821-77-1
- Molecular formula:C12H13NO7
- Molecular Weight:283.23
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198821-77-1
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Yield: 51%
Reaction Conditions:
with Ac2O;CrO3;sulfuric acid;acetic acid
Steps:
1.A 1A.
1A. 4-Nitro-2-methoxy-(α,α-bisacetoxy)toluene To a 5 L three necked round bottom flask equipped with a mechanical stirrer was added 4-nitro-2-methoxytoluene (150.0 g, 0.8973 mol), HOAc (900 mL) and Ac2O (900 mL). The mixture was stirred and cooled to 8° C. with an acetone/ice bath. Concentrated H2SO4 (136 mL) was carefully added while keeping the pot temperature <19° C. After cooling to 0° C., CrO3 (252.6 g, 2.526 mol, 2.815 equiv.) was added portion-wise over 1 hour while maintaining the reaction temperature between 0-10° C. After the addition, the mixture was stirred at 0° C. for 30 minutes at which time the reaction was complete. The reaction mixture was then carefully poured into ice (1.5 kg) with stirring to give a slurry. The remaining black gummy residue was rinsed with HOAc (3*100 mL), and the washes were added to the slurry. After stirring for 10 minutes, the slurry was filtered. The cake was washed with water (3*400 mL) and suction dried for 17 hours to give 1A (129.0 g, 51%). 1H NMR (CDCl3) d 8.02 (s, 1H), 7.89 (d, J=8.4 Hz, 1H), 7.77 (s, 1H), (d, 8.4 Hz, 1H), 3.98 (s, 3H), 2.16 (s, 6H).
References:
Bristol-Myers Squibb Company US6624184, 2003, B1
13120-77-9
209 suppliers
$5.00/5g
108-24-7
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$14.00/250ML
198821-77-1
19 suppliers
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13120-77-9
209 suppliers
$5.00/5g
64-19-7
1529 suppliers
$10.00/25ML
198821-77-1
19 suppliers
inquiry