diethyl 2-(2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzylidene)malonate

Base Information

Chemical Name:diethyl 2-(2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzylidene)malonate
CAS No.:1345837-01-5
Molecular Formula:C₂₂H₃₄O₇Si
Molecular Weight:438.593
Hs Code.:

Synonyms:diethyl 2-(2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzylidene)malonate

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Chemical Property of diethyl 2-(2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzylidene)malonate

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Technology Process of diethyl 2-(2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzylidene)malonate

There total 5 articles about diethyl 2-(2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzylidene)malonate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 69.0%

: 1345837-00-4
2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzaldehyde

: 105-53-3
diethyl malonate

: 1345837-01-5
diethyl 2-(2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzylidene)malonate

Guidance literature:: 2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzaldehyde; diethyl malonate; With titanium tetrachloride; In tetrahydrofuran; tetrachloromethane; at 0 ℃; for 0.5h;

With pyridine; In tetrahydrofuran; tetrachloromethane; at 0 ℃; for 0.5h;
DOI:10.1021/ma2018588

Reference yield:

: 2-hydroxy-4-(2-hydroxyethoxy)benzaldehyde

: 1345837-01-5
diethyl 2-(2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzylidene)malonate

Guidance literature:: Multi-step reaction with 4 steps

1.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 25 °C

2.1: 1H-imidazole / dichloromethane / 25 h / 20 °C

3.1: magnesium bromide / diethyl ether / 2 h / 20 °C

4.1: titanium tetrachloride / tetrahydrofuran; tetrachloromethane / 0.5 h / 0 °C

4.2: 0.5 h / 0 °C

With 1H-imidazole; titanium tetrachloride; toluene-4-sulfonic acid; magnesium bromide; In tetrahydrofuran; tetrachloromethane; diethyl ether; dichloromethane;
DOI:10.1021/ma2018588

Reference yield:

: 18278-34-7
4-hydroxy-2-methoxybenzaldehyde

: 1345837-01-5
diethyl 2-(2-((tert-butyldimethylsilyl)oxy)-4-(2-hydroxyethoxy)benzylidene)malonate

Guidance literature:: Multi-step reaction with 6 steps

1.1: tetrabutylammomium bromide; sodium hydroxide / ethanol / 1 h / Inert atmosphere; Reflux

2.1: lithium chloride / N,N-dimethyl-formamide / 48 h / Reflux; Inert atmosphere

3.1: toluene-4-sulfonic acid / dichloromethane / 2 h / 25 °C

4.1: 1H-imidazole / dichloromethane / 25 h / 20 °C

5.1: magnesium bromide / diethyl ether / 2 h / 20 °C

6.1: titanium tetrachloride / tetrahydrofuran; tetrachloromethane / 0.5 h / 0 °C

6.2: 0.5 h / 0 °C

With 1H-imidazole; tetrabutylammomium bromide; titanium tetrachloride; toluene-4-sulfonic acid; lithium chloride; sodium hydroxide; magnesium bromide; In tetrahydrofuran; tetrachloromethane; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ma2018588