2H-1-Benzopyran-2-one, 3-nitro- synthesis
- Product Name:2H-1-Benzopyran-2-one, 3-nitro-
- CAS Number:28448-04-6
- Molecular formula:C9H5NO4
- Molecular Weight:191.14
Yield:28448-04-6 88%
Reaction Conditions:
with L-proline in ethanol at 20; for 4 h;Solvent;Temperature;Time;
Steps:
General procedure for the synthesis of 3-nitrocoumarins3 and 5
General procedure: To the solution of salicylaldehyde (1 mmol) and ethylnitroacetate (1 mmol) in 3 cm3 ethanol, L-proline(30 mol %) was added. The reaction mixture was stirredfor an appropriate time. After completion of the reaction(as monitored by TLC), the solvent was evaporated and theproduct so obtained was dissolved in 12 cm3 CHCl3 andwashed with water (3 9 10 cm3). The organic layer waswashed with 10 cm3 brine, dried over anhydrous NaSO4,and evaporated under reduced pressure. The residue wasrecrystallized from ethanol (3, 5a, 5b, and 5h) or purifiedby silica gel column using chloroform/methanol (9:1) aseluent (5c-5g). The combined aqueous layers, containingL-proline, were evaporated, washed with ether, dried at45 C, and reused for next run.
References:
Sharma, Rajesh Kumar;Priyanka;Katiyar, Diksha [Monatshefte fur Chemie,2016,vol. 147,# 12,p. 2157 - 2161]
