ChemicalBook CAS DataBase List ZM 449829

ZM 449829 synthesis

12synthesis methods

Product Name:ZM 449829
CAS Number:4452-06-6
Molecular formula:C13H10O
Molecular Weight:182.22

50-00-0 Synthesis

50-00-0
840 suppliers
$10.00/25g

93-08-3 Synthesis

93-08-3
400 suppliers
$6.00/25g

4452-06-6
64 suppliers
$81.00/10mg

Yield: 96%

Reaction Conditions:

with trifluoroacetic acid;diisopropylamine 2,2,2-trifluoroacetic acid salt in tetrahydrofuran for 2 h;Reflux;

Steps:

General Procedure for the α-Methylenation:
General procedure: To a solution of a carbonyl compound (1.0mmol) and paraformaldehyde (2.0 mmol) in dry THF (1.0 mL) was added diisopropylammoniumtrifluoroacetate (1.0 mmol) and trifluoroacetic acid (0.1 mmol). The reaction mixture was stirredat reflux for 2 h, then cooled down to room temperature and a second addition ofparaformaldehyde (2.0 mmol) was performed. Next, the reaction mixture was stirred at refluxovernight. Then cooled down and the solvent was removed under reduced pressure, dissolved inEt2O and washed with 1N HCl, 1N NaOH, and brine. The result solution was dried over Na2SO4and concentrated under vacuum. The crude product was purified by silica gel columnchromatography to give the product.

References:

Guo, Shi-Huan;Xing, Sheng-Zhu;Mao, Shuai;Gao, Ya-Ru;Chen, Wen-Liang;Wang, Yong-Qiang [Tetrahedron Letters,2014,vol. 55,# 49,p. 6718 - 6720] Location in patent:supporting information