ChemicalBook CAS DataBase List 4-(Tetrahydro-2H-pyran-4-yl)benzoic acid

4-(Tetrahydro-2H-pyran-4-yl)benzoic acid synthesis

7synthesis methods

Product Name:4-(Tetrahydro-2H-pyran-4-yl)benzoic acid
CAS Number:1086391-97-0
Molecular formula:C12H14O3
Molecular Weight:206.24

811828-76-9
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124-38-9
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$214.00/14L

4-(Tetrahydro-2H-pyran-4-yl)benzoic acid

1086391-97-0
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Yield:1086391-97-0 90%

Reaction Conditions:

with n-butyllithium in tetrahydrofuran at -70; for 2 h;Inert atmosphere;

Steps:

3.2 Step 2

Adding step reaction bottle 0.1mol (3-a) (reactant), 120 ml tetrahydrofuran (solvent), the installation of sealing the stirring, through nitrogen replacement air, cooling to -70 °C, dropwise 0.1mol concentration is 2.5M (reactant) the efficient, after adding 20 minutes, inject the dry carbon dioxide gas (reactant), to saturation, at this temperature the reaction 2 hours, the reaction solution is poured into a 20 ml concentrated hydrochloric acid (adjusting PH value) and 100 ml beaker of water to hydrolyze, separation, 50 ml (solvent) ethyl acetate extraction aqueous phase a, combined with the phase, saturated salt water to neutral, anhydrous sodium sulfate (desiccant) drying, concentrating remove the solvent, to obtain yellowish solid, with 2 times of toluene and 1 times (solvent) ethyl acetate once re-crystallization, to obtain white crystal (3-b). The yield is 90%, liquid chromatography purity 98.0%.

References:

CN103319444,2016,B Location in patent:Paragraph 0157; 0162; 0163; 0164