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ChemicalBook CAS DataBase List Methyl tetrahydropyran-4-carboxylate

Methyl tetrahydropyran-4-carboxylate synthesis

9synthesis methods
-

Yield:110238-91-0 99%

Reaction Conditions:

with potassium carbonate in acetone for 3 h;Heating / reflux;

Steps:

1 Step 1.
Tetrahydro-2H-pyran-4-carboxylic acid (1.00 g, 7.68 mmol) was slowly added to a stirred suspension of anhydrous potassium carbonate (1.17 g, 8.45 mmol) in acetone (40 mL), followed by dimethyl sulfate (0.8 mL, 8.45 mmol). The mixture was stirred and heated for 3 h. The inorganic salts were then removed by filtration and washed with acetone, and the filtrate was dried and concentrated to give methyl tetrahydro-2H-pyran-4-carboxylate (1.1 g, 99%), which was used in the next step without further purification. GC-MS m/z 145 (MH+); 1H NMR (300 MHz, CDCl3) δ 11.70-1.80 (m, 4H), 2.47-2.52 (m, 1H), 3.34-3.43 (m, 2H), 3.65 (s, 3H), 3.88-3.95 (m, 2H).

References:

Bayer Pharmaceuticals Corporation US2004/224997, 2004, A1 Location in patent:Page 18

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