4-CHLORO-6-NITRO-M-CRESOL synthesis
- Product Name:4-CHLORO-6-NITRO-M-CRESOL
- CAS Number:7147-89-9
- Molecular formula:C7H6ClNO3
- Molecular Weight:187.58
Yield: 43% , 40%
Reaction Conditions:
with bismuth (III) nitrate pentahydrate in acetone at 56; for 20 h;Reagent/catalyst;
Steps:
1.2. General procedure for the nitration of phenolic compounds
General procedure: To a solid mixture of phenol (1-3 equiv) and Bi(NO3)35H2O (1 equiv) or Fe(NO3)39H2O (1 equiv) was added acetone (10 ml/mmol). The resulting mixture was stirred at room temperature under air or at reflux for 2-24 hours, Tables 1 and 2. When the reaction was completed the insoluble materials were filtered off using a pad of Celite and the residue was washed by acetone (ca. 5 ml/mmol). The filtrate was treated by NaHCO3 (0.1 g/mmol) until evolution of CO2 stopped. Insoluble material was filtered off again, and the solvent was removed under vacuum in a water bath 25-35°C. The nitrated products were separated or purified using silica gel chromatography, to give pure phenolic compounds. All products were characterized by 1H NMR,13C NMR and IR and were identified by comparison of the spectral data and melting points with those reported in literature and characterized.
References:
W?sińska, Ma?gorzata;Korczewska, Anna;Giurg, Miros?aw;Skarzewski, Jacek [Synthetic Communications,2015,vol. 45,# 1,p. 143 - 150] Location in patent:supporting information
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