6-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-8-isopropyl-1,1-dimethoxy-11-methylheptaleno[4,5-c]furan-3(1H)-one

Base Information

Chemical Name:6-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-8-isopropyl-1,1-dimethoxy-11-methylheptaleno[4,5-c]furan-3(1H)-one
CAS No.:1454588-83-0
Molecular Formula:C₃₀H₃₃NO₄
Molecular Weight:471.596
Hs Code.:

Synonyms:6-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-8-isopropyl-1,1-dimethoxy-11-methylheptaleno[4,5-c]furan-3(1H)-one

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Chemical Property of 6-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-8-isopropyl-1,1-dimethoxy-11-methylheptaleno[4,5-c]furan-3(1H)-one

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Technology Process of 6-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-8-isopropyl-1,1-dimethoxy-11-methylheptaleno[4,5-c]furan-3(1H)-one

There total 7 articles about 6-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-8-isopropyl-1,1-dimethoxy-11-methylheptaleno[4,5-c]furan-3(1H)-one 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: 90.0%

: 67-56-1
methanol

: 1454588-80-7
5-methyl hydrogen 1-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-9-isopropyl-6-methyl-heptalene-4,5-dicarboxylate

: 1454588-83-0
6-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-8-isopropyl-1,1-dimethoxy-11-methylheptaleno[4,5-c]furan-3(1H)-one

Guidance literature:: 5-methyl hydrogen 1-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-9-isopropyl-6-methyl-heptalene-4,5-dicarboxylate; With oxalyl dichloride; N,N-dimethyl-formamide; In acetonitrile;

methanol; In acetonitrile;
DOI:10.1002/hlca.201300137

Reference yield:

: 188635-39-4
dimethyl 1-(chloromethyl)-9-isopropyl-6-methylheptalene-4,5-dicarboxylate

: 1454588-83-0
6-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-8-isopropyl-1,1-dimethoxy-11-methylheptaleno[4,5-c]furan-3(1H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: sodium iodide / acetone / 1 h / 20 °C / Inert atmosphere

2.1: dichloromethane / 0.67 h / 90 - 100 °C / 300 - 450 Torr

3.1: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

3.2: 12 h / -78 - 20 °C / Inert atmosphere

4.1: lithium hydroxide / methanol; water / 4 h / Reflux

5.1: N,N-dimethyl-formamide; oxalyl dichloride / acetonitrile

With oxalyl dichloride; sodium hexamethyldisilazane; N,N-dimethyl-formamide; sodium iodide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; acetone; acetonitrile; 1.1: |Finkelstein Reaction / 2.1: |Michaelis-Arbuzov Synthesis / 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/hlca.201300137

Reference yield:

: 188635-40-7
dimethyl 1-(iodomethyl)-9-isopropyl-6-methylheptalene-4,5-dicarboxylate

: 1454588-83-0
6-{(E)-2-[4-(dimethylamino)phenyl]ethenyl}-8-isopropyl-1,1-dimethoxy-11-methylheptaleno[4,5-c]furan-3(1H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: dichloromethane / 0.67 h / 90 - 100 °C / 300 - 450 Torr

2.1: sodium hexamethyldisilazane / tetrahydrofuran / -78 °C / Inert atmosphere

2.2: 12 h / -78 - 20 °C / Inert atmosphere

3.1: lithium hydroxide / methanol; water / 4 h / Reflux

4.1: N,N-dimethyl-formamide; oxalyl dichloride / acetonitrile

With oxalyl dichloride; sodium hexamethyldisilazane; N,N-dimethyl-formamide; lithium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; acetonitrile; 1.1: |Michaelis-Arbuzov Synthesis / 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination;
DOI:10.1002/hlca.201300137