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Chemical Structure| 4142-98-7 Chemical Structure| 4142-98-7
Chemical Structure| 4142-98-7

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Product Details of Ethyl 3,5-dihydroxybenzoate

CAS No. :4142-98-7
Formula : C9H10O4
M.W : 182.17
SMILES Code : O=C(OCC)C1=CC(O)=CC(O)=C1
MDL No. :MFCD00020122
InChI Key :APHYVLPIZUVDTK-UHFFFAOYSA-N
Pubchem ID :20098

Safety of Ethyl 3,5-dihydroxybenzoate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Ethyl 3,5-dihydroxybenzoate

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 4142-98-7 ]

[ 4142-98-7 ] Synthesis Path-Downstream   1~2

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  • [ 124480-95-1 ]
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  • [ 88805-65-6 ]
YieldReaction ConditionsOperation in experiment
15.1% With sodium formate;palladium on activated charcoal; In ethanol; at 30 - 40℃; for 3.0h; Reference Example 3 Synthesis of ethyl 3-hydroxy-5-oxo-cyclohexa-3-ene carboxylate To an ethanol solution (200 mL) of 3,5-dihydroxybenzoic acid (25 g, 162.2 mmol) was added sulfuric acid (3 mL) and stirred over night at room temperature and then under heating at 65C for 4 days. The reaction liquid was concentrated under reduced pressure and poured into ice water (about 300 mL) while stirring to filter off white crystal, 3,5-dihydroxybenzoic acid ethyl ester (22.8 g, 77.2%). 3,5-Dihydroxybenzoic acid ethyl ester (10 g, 54.89 mmol) was dissolved in ethanol (15 mL), followed by adding sodium formate (4.48 g, 65.87 mmol), replacing inside a reactor with nitrogen at 30C for 15 minutes, adding palladium on carbon (364 mg) and reacting at 30C for 3 hours then at 40C over night. Catalyst was filtered off, followed by neutralization with a 1N HCl solution, concentration under reduced pressure and purification of thus obtained residue with silica gel column chromatography (hexane/ethyl acetate=1/1 to 0/1) to obtain an objective compound (1.53 g, 15.1%). 1H-NMR (200 MHzFT,TMS,CDCl3) 1.26(3H,dt,J=1.8,7.1Hz), 2.66(2H,d,J=2.7Hz), 2.83(1H,dd,J=1.8,6.6Hz), 3.01-3.19(1H,m), 3.32-3.55(1H,m), 4.18(2H,q,J=7.2Hz), 5.51(1H,s), 5.80-6.10(1H,br) MS(ESI) m/z 185 [M+H]+
 

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