dimethyl 2-(2-bromocyclohex-2-enyl)-2-[3-(t-butyldimethylsilanyl)prop-2-ynyl]malonate

Base Information

Chemical Name:dimethyl 2-(2-bromocyclohex-2-enyl)-2-[3-(t-butyldimethylsilanyl)prop-2-ynyl]malonate
CAS No.:1637587-03-1
Molecular Formula:C₂₀H₃₁BrO₄Si
Molecular Weight:443.453
Hs Code.:

Synonyms:dimethyl 2-(2-bromocyclohex-2-enyl)-2-[3-(t-butyldimethylsilanyl)prop-2-ynyl]malonate

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Chemical Property of dimethyl 2-(2-bromocyclohex-2-enyl)-2-[3-(t-butyldimethylsilanyl)prop-2-ynyl]malonate

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Technology Process of dimethyl 2-(2-bromocyclohex-2-enyl)-2-[3-(t-butyldimethylsilanyl)prop-2-ynyl]malonate

There total 4 articles about dimethyl 2-(2-bromocyclohex-2-enyl)-2-[3-(t-butyldimethylsilanyl)prop-2-ynyl]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: 58.0%

: 1637587-02-0
dimethyl 2-(2-bromocyclohex-2-enyl)-2-prop-2-ynyl-malonate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1637587-03-1
dimethyl 2-(2-bromocyclohex-2-enyl)-2-[3-(t-butyldimethylsilanyl)prop-2-ynyl]malonate

Guidance literature:: dimethyl 2-(2-bromocyclohex-2-enyl)-2-prop-2-ynyl-malonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere; Schlenk technique;

tert-butyldimethylsilyl chloride; In tetrahydrofuran; hexane; at 20 ℃; for 4h; Inert atmosphere; Schlenk technique;
DOI:10.3390/molecules19056058

Reference yield:

: 108-59-8
malonic acid dimethyl ester

: 1637587-03-1
dimethyl 2-(2-bromocyclohex-2-enyl)-2-[3-(t-butyldimethylsilanyl)prop-2-ynyl]malonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / 1,2-dimethoxyethane / 0.25 h / 0 °C / Inert atmosphere; Schlenk technique

1.2: 4 h / 20 °C / Inert atmosphere; Schlenk technique

2.1: sodium hydride / mineral oil; 1,2-dimethoxyethane / 0.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

2.2: 0 - 20 °C / Inert atmosphere; Schlenk technique

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere; Schlenk technique

3.2: 4 h / 20 °C / Inert atmosphere; Schlenk technique

With n-butyllithium; sodium hydride; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; mineral oil;
DOI:10.3390/molecules19056058

Reference yield:

: 17202-32-3
1,6-dibromocyclohex-1-ene

: 1637587-03-1
dimethyl 2-(2-bromocyclohex-2-enyl)-2-[3-(t-butyldimethylsilanyl)prop-2-ynyl]malonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / 1,2-dimethoxyethane / 0.25 h / 0 °C / Inert atmosphere; Schlenk technique

1.2: 4 h / 20 °C / Inert atmosphere; Schlenk technique

2.1: sodium hydride / mineral oil; 1,2-dimethoxyethane / 0.5 h / 0 - 20 °C / Inert atmosphere; Schlenk technique

2.2: 0 - 20 °C / Inert atmosphere; Schlenk technique

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C / Inert atmosphere; Schlenk technique

3.2: 4 h / 20 °C / Inert atmosphere; Schlenk technique

With n-butyllithium; sodium hydride; In tetrahydrofuran; 1,2-dimethoxyethane; hexane; mineral oil;
DOI:10.3390/molecules19056058