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ChemicalBook CAS DataBase List 2,5-Dihydroxybenzaldehyde

2,5-Dihydroxybenzaldehyde synthesis

14synthesis methods

Product Name:2,5-Dihydroxybenzaldehyde
CAS Number:1194-98-5
Molecular formula:C7H6O3
Molecular Weight:138.12

Add 80 mmol of dry paraformaldehyde to a mixture of 12 mmol of the phenol derivative and 2.5 mmol of MgO nanocrystalline (0.1 g). Expose the resulting mixture under microwave irradiation with a power of 650 W. Monitor the progress of the reaction by thin layer chromatography (TLC) developed by n-hexane : ethyl acetate (8 : 2). Add 100 mL of sulfuric acid (15% w/w) to the reaction mixture and heated at 50 °C for 15 min. Cool the reaction mixture to room temperature. Extract the product by dichloromethane (2 x 50 mL). Dry the organic layer over anhydrous magnesium sulphate. Evaporate the solution resulting from filtration to obtain the crude product. Purify the other product by column chromatography using n-hexane : ethyl acetate (95 : 5 to 70 : 30).
synthesis of 2,5-Dihydroxybenzaldehyde

201230-82-2 Synthesis

201230-82-2
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23030-43-5
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1194-98-5
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Yield:1194-98-5 92%

Reaction Conditions:

with triethylsilane;Sodium hydrogenocarbonate;anhydrous sodium carbonate;manganese (II) chloride in 1,4-dioxane at 70; under 760.051 Torr; for 4 h;Sealed tube;

Steps:

General Procedure for the Synthesis of compounds (2a-r). Exemplified with 2a.

General procedure: The reaction was carried out in a sealed vessel equipped with iodo benzene 1a (0.1 g, 0.5 mmol), MnCl₂ (0.095 g, 0.1 mmol), Na₂CO₃ (0.053 g, 0.5 mmol), NaHCO₃ (0.042 g, 0.5 mmol), in 1,4-dioxane (5 mL) before standard cycles of evacuation and back-filling with dry and pure carbon monoxide. Triethylsilylhydride (162.8 μL, 1.0 mmol) was added successively. The mixture was heated at 70 °C for 4h. At the end of the reaction, the reaction mixture was extracted with EtOAc (3 × 15 mL). The organic phases were combined, and the volatile components were evaporated in a rotary evaporator. The residue was purified by column chromatography on silica gel to afford the corresponding product 2a.

References:

Lakshmi, Parvathi K.;Markandeya, Sarma V.;Sridhar, Chidara;Annapurna [Synthetic Communications,2022,vol. 52,# 15,p. 1628 - 1634] Location in patent:supporting information

93-02-7 Synthesis