N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxyaniline

Base Information

Chemical Name:N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxyaniline
CAS No.:1313602-73-1
Molecular Formula:C₂₂H₂₉NO₂
Molecular Weight:339.478
Hs Code.:

Synonyms:N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxyaniline

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Chemical Property of N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxyaniline

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Technology Process of N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxyaniline

There total 5 articles about N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxyaniline 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: 81.0%

: 2398-37-0
3-methoxyphenyl bromide

: 126317-99-5
2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethanamine

: 1313602-73-1
N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxyaniline

Guidance literature:: With 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In toluene; at 80 ℃; Inert atmosphere;
DOI:10.1021/jm200249a

Reference yield:

: 1194-16-7
2,2-dimethyltetrahydropyran-4-one

: 1313602-73-1
N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxyaniline

Guidance literature:: Multi-step reaction with 5 steps

1: ammonium acetate / toluene / Reflux; Dean-Stark trap

2: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -78 - 20 °C

3: potassium hydroxide / ethylene glycol / 1.5 h / 190 °C

4: lithium aluminium tetrahydride / diethyl ether / 2 h / 0 - 20 °C

5: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate / toluene / 80 °C / Inert atmosphere

With lithium aluminium tetrahydride; copper(I) bromide dimethylsulfide complex; ammonium acetate; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In tetrahydrofuran; diethyl ether; ethylene glycol; toluene;
DOI:10.1021/jm200249a

Reference yield:

: 64792-49-0
Ethyl (2,2-dimethyl-4-tetrahydropyranylidene)cyanoacetate

: 1313602-73-1
N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]-3-methoxyaniline

Guidance literature:: Multi-step reaction with 4 steps

1: copper(I) bromide dimethylsulfide complex / tetrahydrofuran / -78 - 20 °C

2: potassium hydroxide / ethylene glycol / 1.5 h / 190 °C

3: lithium aluminium tetrahydride / diethyl ether / 2 h / 0 - 20 °C

4: 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate / toluene / 80 °C / Inert atmosphere

With lithium aluminium tetrahydride; copper(I) bromide dimethylsulfide complex; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; potassium hydroxide; bis(dibenzylideneacetone)-palladium⁽⁰⁾; sodium t-butanolate; In tetrahydrofuran; diethyl ether; ethylene glycol; toluene;
DOI:10.1021/jm200249a