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ChemicalBook CAS DataBase List 3-[3-(Dimethylamino)propoxy]benzaldehyde
26815-13-4

3-[3-(Dimethylamino)propoxy]benzaldehyde synthesis

3synthesis methods
-

Yield:26815-13-4 40%

Reaction Conditions:

with di-isopropyl azodicarboxylate;triphenylphosphine in tetrahydrofuran at 20;

Steps:

Preparation of 3-(2-(dimethylamino)ethoxy)benzaldehyde(S17)

General procedure: 3-Hydroxybenzaldehyde (1 g, 8.2mmol, 1.0 equiv), N,N-Dimethylethanolamine (1.5 equiv), triphenylphosphine (1.5equiv) and DIAD(1.5 equiv) were added to anhydrous THF (30 mL). The solution was stirred at rtovernight. The mixture was concentrated under reduced pressure and the residuewas purified by flash chromatography (SiO2, DCM: MeOH = 20:1) to give compound S17(brown oil, 744 mg, 47%).

References:

Ren, Jing;Xu, Wei;Tang, Le;Su, Minbo;Chen, Danqi;Chen, Yue-Lei;Zang, Yi;Li, Jia;Shen, Jingkang;Zhou, Yubo;Xiong, Bing [Bioorganic and Medicinal Chemistry Letters,2016,vol. 26,# 18,p. 4472 - 4476] Location in patent:supporting information

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