(7R,9R)-2-(4-methoxyphenyl)-8,8-dimethyl-6,7,8,9-tetrahydro-7,9-methanoimidazo[1,5-a]quinolin-2-ium chloride

Base Information

Chemical Name:(7R,9R)-2-(4-methoxyphenyl)-8,8-dimethyl-6,7,8,9-tetrahydro-7,9-methanoimidazo[1,5-a]quinolin-2-ium chloride
CAS No.:1431378-08-3
Molecular Formula:C₂₁H₂₃N₂O*Cl
Molecular Weight:354.879
Hs Code.:

Synonyms:(7R,9R)-2-(4-methoxyphenyl)-8,8-dimethyl-6,7,8,9-tetrahydro-7,9-methanoimidazo[1,5-a]quinolin-2-ium chloride

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Chemical Property of (7R,9R)-2-(4-methoxyphenyl)-8,8-dimethyl-6,7,8,9-tetrahydro-7,9-methanoimidazo[1,5-a]quinolin-2-ium chloride

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Technology Process of (7R,9R)-2-(4-methoxyphenyl)-8,8-dimethyl-6,7,8,9-tetrahydro-7,9-methanoimidazo[1,5-a]quinolin-2-ium chloride

There total 6 articles about (7R,9R)-2-(4-methoxyphenyl)-8,8-dimethyl-6,7,8,9-tetrahydro-7,9-methanoimidazo[1,5-a]quinolin-2-ium chloride 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: 95.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 888410-75-1
(6R,8R)-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinoline-2-carbaldehyde

: 104-94-9
4-methoxy-aniline

: 1431378-08-3
(7R,9R)-2-(4-methoxyphenyl)-8,8-dimethyl-6,7,8,9-tetrahydro-7,9-methanoimidazo[1,5-a]quinolin-2-ium chloride

Guidance literature:: With hydrogenchloride; In ethanol; at 20 ℃; for 1h;
DOI:10.1016/j.tetasy.2013.03.004

Reference yield:

: 38651-65-9
(1R,5S)-(+)-nopinone

: 1431378-08-3
(7R,9R)-2-(4-methoxyphenyl)-8,8-dimethyl-6,7,8,9-tetrahydro-7,9-methanoimidazo[1,5-a]quinolin-2-ium chloride

Guidance literature:: Multi-step reaction with 5 steps

1: ammonia / methanol / 15 h / 140 °C / 9000.9 Torr / Autoclave; Inert atmosphere

2: triethylamine / dichloromethane / 1.5 h / -78 °C / Inert atmosphere

3: triethylamine; palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / methanol; N,N-dimethyl-formamide / 24 h / 80 °C / Schlenk technique; Inert atmosphere

4: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / -78 °C

5: hydrogenchloride / ethanol / 1 h / 20 °C

With hydrogenchloride; 1,1'-bis-(diphenylphosphino)ferrocene; ammonia; palladium diacetate; diisobutylaluminium hydride; triethylamine; In methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2013.03.004

Reference yield:

: 561319-37-7
(6R,8R)-7,7-dimethyl-5,6,7,8-tetrahydro-6,8-methanoquinolin-2-yl trifluoromethanesulfonate

: 1431378-08-3
(7R,9R)-2-(4-methoxyphenyl)-8,8-dimethyl-6,7,8,9-tetrahydro-7,9-methanoimidazo[1,5-a]quinolin-2-ium chloride

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine; palladium diacetate; 1,1'-bis-(diphenylphosphino)ferrocene / methanol; N,N-dimethyl-formamide / 24 h / 80 °C / Schlenk technique; Inert atmosphere

2: diisobutylaluminium hydride / dichloromethane; hexane / 1 h / -78 °C

3: hydrogenchloride / ethanol / 1 h / 20 °C

With hydrogenchloride; 1,1'-bis-(diphenylphosphino)ferrocene; palladium diacetate; diisobutylaluminium hydride; triethylamine; In methanol; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/j.tetasy.2013.03.004