ChemicalBook CAS DataBase List 2-methoxypropionic acid

2-methoxypropionic acid synthesis

12synthesis methods

Product Name:2-methoxypropionic acid
CAS Number:4324-37-2
Molecular formula:C4H8O3
Molecular Weight:104.1

124-41-4

598-72-1

4324-37-2

A methanolic solution of 25% sodium methanolate (16 mL) was slowly added dropwise to a stirring solution of 2-bromopropionic acid (19.6 mmol) in methanol (5 mL) under nitrogen protection. The reaction mixture was heated and reacted at 50 °C overnight while continuously protected by the passage of nitrogen. Upon completion of the reaction, the reaction solution was concentrated under reduced pressure by rotary evaporator. The residue was adjusted to pH 1 with aqueous 1N hydrochloric acid, followed by three extractions with ethyl acetate (70 mL, 25 mL, 10 mL). The organic phases were combined, dried with anhydrous sodium sulfate, filtered and concentrated again under reduced pressure to afford 2-methoxypropionic acid as a colorless oil in the yield of 2.04 g (99% yield), which was pure enough to be used directly in the subsequent reaction without further purification. The product was characterized by 1H NMR (CD3OD): δ 3.67 (q, 1H), 3.33 (s, 3H), 1.33 ppm (d, 3H).

124-41-4 Synthesis

124-41-4
726 suppliers
$12.00/25g

598-72-1 Synthesis

598-72-1
358 suppliers
$15.00/25g

4324-37-2
72 suppliers
$9.00/1g

Yield: 99%

Reaction Conditions:

in methanol at 50;

Steps:

A.1
Sodium methoxide in methanol (25%, 16 mL) was added to a stirred solution of 2- bromopropionic acid (19.6 mmol) in methanol (5 mL) under nitrogen. The reaction was heated at 50 ⁰C under nitrogen overnight. The reaction was then concentrated under vacuum. The residue was brought to pH 1 by the addition of 1 N aqueous HCl and this solution was then extracted with ethyl acetate three times (70 mL, 25 mL, 10 mL). The combined organic layer was dried (Na₂SO₄) and then concentrated under vacuum to yield the title compound as a colorless oil 2.04 g (99%) which was of sufficient purity to be used without purification. ¹H NMR (CD₃OD) δ 3.67 (q, IH), 3.33 (s, 3H), and 1.33 ppm (d, 3H).

References:

BAYER PHARMACEUTICALS CORPORATION WO2006/96338, 2006, A1 Location in patent:Page/Page column 41

27871-49-4 Synthesis