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4-(3-BROMO-PROPOXY)-3-METHOXY-BENZALDEHYDE synthesis

4synthesis methods
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Yield:148433-00-5 92.6%

Reaction Conditions:

with potassium carbonate in acetonitrile at 20; for 40 h;Solvent;

Steps:

General procedures for synthesis of 4.(2.bromoethoxy).3.methoxybenz.aldehyde(IIa) and 4.(3.bromopropoxy).3.methoxybenzaldehyde (IIb)

General procedure: To a stirred mixture of K2CO3(4.54 g, 32.86 mmol) and vanillin (I) (1 g, 6.57 mmol)in dry acetonitrile (CH3CN) (66 ml), 1,2-dibromoethane or 1,3-dibromopropane(32.86 mmol) was added in one portion. The mixture was stirred for 40.48 h. atr.t. The formed salt was filtered, washed thoroughly with CH3CN,and then the filtratewas evaporated in vacuo to get a yellow oil product, which was converted uponstanding for about two days to a white precipitate. Purification of the crude producton silica gel column chromatography using (8.5:1.5) petroleum ether (PtEt): ethylacetate (EtAcO) as the eluent afforded the pure product.The characterization of compounds (IIa and IIb) is displayed below.

References:

Noureddin, Sawsan A.;El-Shishtawy, Reda M.;Al-Footy, Khalid O. [Research on Chemical Intermediates,2020,vol. 46,# 12,p. 5307 - 5323]