ChemicalBook CAS DataBase List ETHYL 3-METHOXYPHENYLACETATE

ETHYL 3-METHOXYPHENYLACETATE synthesis

14synthesis methods

Product Name:ETHYL 3-METHOXYPHENYLACETATE
CAS Number:35553-92-5
Molecular formula:C11H14O3
Molecular Weight:194.23

2398-37-0 Synthesis

2398-37-0
579 suppliers
$8.00/10g

6148-64-7 Synthesis

6148-64-7
392 suppliers
$5.00/10g

35553-92-5
66 suppliers
$29.00/1g

Yield:35553-92-5 85%

Reaction Conditions:

with dmap;bis(η3-allyl-μ-chloropalladium(II));2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl in 1,3,5-trimethyl-benzene at 140; for 20 h;Inert atmosphere;

Steps:

4.2. Pd-catalyzed decarboxylative cross-couplings of potassium malonate monoesters with aryl halides
General procedure: after standard cycles of evacuation and back-filling with dry and pure nitrogen, an oven-dried Schlenk tube equipped with a magnetic stirring bar was charged with Pd source (see Table 1, Table 2, Table 3 and Table 4), ligand (see Table 1, Table 2, Table 3 and Table 4), N,N-dimethylpyridin-4-amine (DMAP, see Table 1, Table 2, Table 3 and Table 4), and ethyl potassium malonate (see Table 1, Table 2, Table 3 and Table 4). The tube was evacuated and backfilled with argon (this procedure was repeated three times). Under a counter flow of argon, aryl halide (see Table 1, Table 2, Table 3 and Table 4) and solvent (see Table 1, Table 2, Table 3 and Table 4) were added by syringe. The tube was sealed and stirred at room temperature for 10 min. Then the tube was connected to the Schlenk line, which was full of argon, stirred in a preheated oil bath (140-150 °C) for the appointed time (20-25 h). Upon completion of the reaction, the mixture was cooled to room temperature and diluted with diethyl ether, and the yields were determined by gas chromatography using 1,3-dimethoxybenzene as the internal standard.

References:

Feng, Yi-Si;Wu, Wei;Xu, Zhong-Qiu;Li, Yan;Li, Ming;Xu, Hua-Jian [Tetrahedron,2012,vol. 68,# 9,p. 2113 - 2120] Location in patent:experimental part

FullText

64-17-5 Synthesis