ChemicalBook CAS DataBase List methyl 2-(benzyloxy)propanoate

methyl 2-(benzyloxy)propanoate synthesis

5synthesis methods

Product Name:methyl 2-(benzyloxy)propanoate
CAS Number:53346-03-5
Molecular formula:C11H14O3
Molecular Weight:194.23

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Yield:53346-03-5 68%

Reaction Conditions:

with sodium hydride in tetrahydrofuran at 20; for 2 h;Cooling with ice;Inert atmosphere;

Steps:

1 Step 1: Preparation of methyl 2-(benzyloxy)propanoate

60% sodium hydride (5.7 g, 144 mmol) and benzyl bromide (19.6 g, 115 mmol) were added to a solution of methyl 2-hydroxypropanoate (10.0 g, 96 mmol) in tetrahydrofuran (100 mL). The reaction solution was stirred for 1 hr under an ice bath, and then stirred at room temperature for 1 hr. The reaction solution was poured into ice water, and then extracted with ethyl acetate. The organic phase was successively washed with water and a saturated brine, then dried over anhydrous sodium sulfate, filtered, concentrated, and then separated by column chromatography (petroleum ether/ethyl acetate (5:1)) to obtain methyl 2-(benzyloxy)propanoate (12.8 g, yield 68%). MS m/z (ESI): 195 [M+H]⁺

References:

US2020/71302,2020,A1 Location in patent:Paragraph 0143; 0294; 0295

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100-44-7 Synthesis