Methyl 2,3-dihydro-2-methyl-2-[2-(2,2-dimethyl-6-methylenecyclohexyl)ethyl]-4-oxo-4H-1-benzopyran-3-carboxylate

Base Information

Chemical Name:Methyl 2,3-dihydro-2-methyl-2-[2-(2,2-dimethyl-6-methylenecyclohexyl)ethyl]-4-oxo-4H-1-benzopyran-3-carboxylate
CAS No.:163041-14-3
Molecular Formula:C₂₃H₃₀O₄
Molecular Weight:370.489
Hs Code.:

Synonyms:Methyl 2,3-dihydro-2-methyl-2-[2-(2,2-dimethyl-6-methylenecyclohexyl)ethyl]-4-oxo-4H-1-benzopyran-3-carboxylate

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Chemical Property of Methyl 2,3-dihydro-2-methyl-2-[2-(2,2-dimethyl-6-methylenecyclohexyl)ethyl]-4-oxo-4H-1-benzopyran-3-carboxylate

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Technology Process of Methyl 2,3-dihydro-2-methyl-2-[2-(2,2-dimethyl-6-methylenecyclohexyl)ethyl]-4-oxo-4H-1-benzopyran-3-carboxylate

There total 6 articles about Methyl 2,3-dihydro-2-methyl-2-[2-(2,2-dimethyl-6-methylenecyclohexyl)ethyl]-4-oxo-4H-1-benzopyran-3-carboxylate 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: 66.0%

: 51751-33-8
methyl 2-methylchromone-3-carboxylate

: 178616-59-6
(+/-)-2-(2-Iodoethyl)-3-methylene-1,1-dimethylcyclohexane

: 163041-14-3
Methyl 2,3-dihydro-2-methyl-2-[2-(2,2-dimethyl-6-methylenecyclohexyl)ethyl]-4-oxo-4H-1-benzopyran-3-carboxylate

Guidance literature:: (+/-)-2-(2-Iodoethyl)-3-methylene-1,1-dimethylcyclohexane; With tert.-butyl lithium; In diethyl ether; pentane; at -30 ℃; for 0.25h;

With thien-2-yl(cyano)copper lithium; In tetrahydrofuran; diethyl ether; pentane; at -50 - -20 ℃;

methyl 2-methylchromone-3-carboxylate; In tetrahydrofuran; diethyl ether; pentane; at -50 ℃; for 1h; Further stages.;
DOI:10.1039/b005617k

Reference yield:

: 41641-14-9
1-hydroxymethyl-3,3-dimethyl-cyclohex-1-ene

: 163041-14-3
Methyl 2,3-dihydro-2-methyl-2-[2-(2,2-dimethyl-6-methylenecyclohexyl)ethyl]-4-oxo-4H-1-benzopyran-3-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: 71 percent / EtCO₂H / 5 h / 150 °C

2.1: 80 percent / LAH / tetrahydrofuran / 12 h / 20 °C

3.1: 90 percent / Et₃N / CH₂Cl₂ / 0.33 h / -10 °C

4.1: 71 percent / NaI / acetone / 4 h / Heating

5.1: t-BuLi / diethyl ether; pentane / 0.25 h / -30 °C

5.2: lithium 2-thienylcyanocuprate / diethyl ether; pentane; tetrahydrofuran / -50 - -20 °C

5.3: 66 percent / diethyl ether; pentane; tetrahydrofuran / 1 h / -50 °C

With lithium aluminium tetrahydride; tert.-butyl lithium; propionic acid; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; pentane; 1.1: Claisen rearrangement;
DOI:10.1039/b005617k

Reference yield:

: 84078-59-1
2-(2'-Methylene-6',6'-dimethylcyclohexyl)ethanol

: 163041-14-3
Methyl 2,3-dihydro-2-methyl-2-[2-(2,2-dimethyl-6-methylenecyclohexyl)ethyl]-4-oxo-4H-1-benzopyran-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 90 percent / Et₃N / CH₂Cl₂ / 0.33 h / -10 °C

2.1: 71 percent / NaI / acetone / 4 h / Heating

3.1: t-BuLi / diethyl ether; pentane / 0.25 h / -30 °C

3.2: lithium 2-thienylcyanocuprate / diethyl ether; pentane; tetrahydrofuran / -50 - -20 °C

3.3: 66 percent / diethyl ether; pentane; tetrahydrofuran / 1 h / -50 °C

With tert.-butyl lithium; triethylamine; sodium iodide; In diethyl ether; dichloromethane; acetone; pentane;
DOI:10.1039/b005617k