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

Base Information

Chemical Name:3-tert-butyl-N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline
CAS No.:1313602-71-9
Molecular Formula:C₂₅H₃₅NO
Molecular Weight:365.559
Hs Code.:

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

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

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

There total 5 articles about 3-tert-butyl-N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline 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: 49.0%

: 3972-64-3
1-bromo-3-(tertbutyl)benzene

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

: 1313602-71-9
3-tert-butyl-N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline

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

: 1313602-71-9
3-tert-butyl-N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline

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

: 1313602-71-9
3-tert-butyl-N-[2-(2,2-dimethyl-4-phenyltetrahydro-2H-pyran-4-yl)ethyl]aniline

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