Extracurricular laboratory: Synthetic route of 27798-60-3

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-Methoxyphenylacetate, its application will become more common.

Synthetic Route of 27798-60-3,Some common heterocyclic compound, 27798-60-3, name is Methyl 2-Methoxyphenylacetate, molecular formula is C10H12O3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Preparation of methyl 2-(2-methoxyphenyl)-3-phenylpropanoate (27): A 50OmL round- bottom flask is charged with methyl 2-(2-methoxyphenyl)acetate (8.496 g, 47 mmol, leq) and THF (20OmL). The homogeneous mixture is cooled to 0 0C in an ice bath. Lithium diisopropyl amide (23.5mL of a 2.0M solution in heptane/THF) is added, maintaining a temperature less than 30C. The reaction is stirred 45 minutes at this reduced temperature. Benzyl bromide (5.6mL, 47mmol, leq) is added dropwise. The reaction is allowed to gradually warm to roomtemperature and is stirred for 18 hours. The reaction is quenched with IN HCl and extracted 3 times with equal portions of EtOAc. The combined extracts are washed with H2O and brine, dried over Na2SO4, filtered, and concentrated. The residue is purified over silica to afford 4.433g (35%) of the desired compound. ESI+ MS 293 (M+Na).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-Methoxyphenylacetate, its application will become more common.

Reference:
Patent; AKEBIA THERAPEUTICS INC.; SHALWITZ, Robert; WO2011/5330; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics