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ChemicalBook CAS DataBase List Methyl 3-hydroxypropanoate
6149-41-3

Methyl 3-hydroxypropanoate synthesis

15synthesis methods
-

Yield:6149-41-3 97%

Reaction Conditions:

with sulfuric acid at 0; for 18 h;

Steps:

52 Preparation of methyl 3-hydroxypropanoate
Oxetan-2-one (22 mL, 350 mmol) was added dropwise to a stirred solution of MeOH (300 mL) and sulfuric acid (5.6 mL, 104 mmol) at 0° C. After 18 h, the reaction was recooled to 10° C., and sodium bicarbonate (18.1 g, 215 mmol) was added portionwise (pH=7 after addition). The resulting suspension was left to stir at r.t. for 30 minutes. The mixture was then filtered, and the filtrate was concentrated under reduced pressure. The resulting residue was diluted with DCM and filtered a second time. The new filtrate was evaporated to dryness to afford methyl 3-hydroxypropanoate (35 g, 97%) as a colorless liquid. 1H NMR (500 MHz, CDCl3, 24° C.) 2.41-2.45 (1H, m), 2.58 (2H, t), 3.72 (3H, s), 3.89 (2H, t).

References:

AstraZeneca AB;Barlaam, Bernard;De Savi, Christopher;Hawkins, Janet;Hird, Alexander;Lamb, Michelle;Pike, Kurt;Vasbinder, Melissa US2016/376287, 2016, A1 Location in patent:Paragraph 1004

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