4-(1H-pyrazol-1-yl)phenol synthesis
- Product Name:4-(1H-pyrazol-1-yl)phenol
- CAS Number:16209-02-2
- Molecular formula:C9H8N2O
- Molecular Weight:160.17
Yield:16209-02-2 99%
Reaction Conditions:
with D-galacturonic acid;potassium carbonate;copper(I) bromide in water;dimethyl sulfoxide at 80 - 100;Inert atmosphere;Green chemistry;
Steps:
General Procedure for Catalytic Experiments
General procedure: To a 10 mL vial was charged with aryl halide (0.8 mmol), N-containing heterocycle (1.0 mmol), CuBr (0.04 mmol), GalA (0.08mmol), K2CO3 (2.4 mmol), and 50% aq DMSO. The flask wasevacuated and backfilled with argon three times, and the reaction mixture was stirred at appropriate temperature under oil bath for the indicated time. After the complete consumption of aryl halide monitored by TLC, the mixture was then cooled to ambient temperature (if the product was acidic, the mixture was acidified), diluted with ethyl acetate (5 mL), filtered via aCelite pad, and washed with ethyl acetate (10-20 mL). The organic layer was separated by the separating funnel, which was washed successively with water (2 × 10 mL) and brine (2 ×10 mL). The organic layer was dried over anhydrous MgSO4 and concentrated by reduced pressure in a rotary evaporator, which was then purified by column chromatography on silica gel to provide the desired products.
References:
Yuan, Chunling;Zhao, Yingdai;Zheng, Li [Synlett,2019,vol. 30,# 19,p. 2173 - 2180]
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