ethyl 4-(3-((4-chlorophenyl)thio)-5-(trimethylsilyl)thiophen-2-yl)benzoate

Base Information

Chemical Name:ethyl 4-(3-((4-chlorophenyl)thio)-5-(trimethylsilyl)thiophen-2-yl)benzoate
CAS No.:1309446-60-3
Molecular Formula:C₂₂H₂₃ClO₂S₂Si
Molecular Weight:447.094
Hs Code.:

Synonyms:ethyl 4-(3-((4-chlorophenyl)thio)-5-(trimethylsilyl)thiophen-2-yl)benzoate

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Chemical Property of ethyl 4-(3-((4-chlorophenyl)thio)-5-(trimethylsilyl)thiophen-2-yl)benzoate

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Technology Process of ethyl 4-(3-((4-chlorophenyl)thio)-5-(trimethylsilyl)thiophen-2-yl)benzoate

There total 4 articles about ethyl 4-(3-((4-chlorophenyl)thio)-5-(trimethylsilyl)thiophen-2-yl)benzoate 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: 88.0%

: 1176869-76-3
(4-((4-chlorophenyl)thio)-5-((4-methoxyphenyl)sulfinyl)thiophen-2-yl)trimethylsilane

: 51934-41-9
4-iodobenzoic acid ethyl ester

: 1309446-60-3
ethyl 4-(3-((4-chlorophenyl)thio)-5-(trimethylsilyl)thiophen-2-yl)benzoate

Guidance literature:: (4-((4-chlorophenyl)thio)-5-((4-methoxyphenyl)sulfinyl)thiophen-2-yl)trimethylsilane; With isopropylmagnesium bromide; In 2-methyl-THF; at -50 ℃; for 1h; Inert atmosphere;

With zinc(II) chloride; In tetrahydrofuran; 2-methyl-THF; for 0.5h; Inert atmosphere;

4-iodobenzoic acid ethyl ester; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 2-methyl-THF; at 50 ℃; for 2h; Inert atmosphere;
DOI:10.1002/chem.201003657

Reference yield:

: 18245-28-8
2-(trimethylsilyl)thiophene

: 1309446-60-3
ethyl 4-(3-((4-chlorophenyl)thio)-5-(trimethylsilyl)thiophen-2-yl)benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / diethyl ether; hexane / 0 - 25 °C / Inert atmosphere

1.2: -50 - 25 °C / Inert atmosphere

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / -30 °C / Inert atmosphere

2.2: 1 h / 25 °C / Inert atmosphere

3.1: isopropylmagnesium bromide / 2-methyl-THF / 1 h / -50 °C / Inert atmosphere

3.2: 0.5 h / Inert atmosphere

3.3: 2 h / 50 °C / Inert atmosphere

With n-butyllithium; 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; isopropylmagnesium bromide; In tetrahydrofuran; 2-methyl-THF; diethyl ether; hexane;
DOI:10.1002/chem.201003657

Reference yield:

: 1176869-72-9
{5-[(4-methoxyphenyl)sulfinyl]-2-thiophenyl}(trimethyl)silane

: 1309446-60-3
ethyl 4-(3-((4-chlorophenyl)thio)-5-(trimethylsilyl)thiophen-2-yl)benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / -30 °C / Inert atmosphere

1.2: 1 h / 25 °C / Inert atmosphere

2.1: isopropylmagnesium bromide / 2-methyl-THF / 1 h / -50 °C / Inert atmosphere

2.2: 0.5 h / Inert atmosphere

2.3: 2 h / 50 °C / Inert atmosphere

With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; isopropylmagnesium bromide; In tetrahydrofuran; 2-methyl-THF;
DOI:10.1002/chem.201003657