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ChemicalBook CAS DataBase List (S)-4-BENZYLOXYMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE
16495-03-7

(S)-4-BENZYLOXYMETHYL-2,2-DIMETHYL-1,3-DIOXOLANE synthesis

13synthesis methods
-

Yield: 100%

Reaction Conditions:

with sodium hydride in tetrahydrofuran;N,N-dimethyl-formamide at 0 - 20; for 4 h;

Steps:

Synthesis of Compound 1-5
DMF (20 mL) and tetrahydrofuran (THF, 100 mL) were added to sodium hydride (3.44 g), and the mixture was stirred at 0°C. The mixture was added dropwise with a solution of (S)-(+)-2,2-dimethyl-1,3-dioxolane-4-methanol (10.4 g) in a mixture of DMF (10 mL) and THF (10 mL), and stirred at 0°C for 1 hour. The mixture was added with benzyl chloride (9.95 mL), and stirred at room temperature for 3 hours. The mixture was added with a saturated ammonium chloride solution, and extracted twice with ethyl acetate. The resulting organic layer was washed 4 times with water and once with saturated brine. The organic layer was dried over anhydrous magnesium sulfate, and then the solvent was removed to obtain a crude product of (S)-(+)-4-benzyloxymethyl-2,2-dimethyl-1,3-dioxolane (17.8 g, quantitative).

References:

Fujifilm Corporation EP1795208, 2007, A1 Location in patent:Page/Page column 13-14

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