4-{N-benzyl-N-[2-(phenylselanyl)-2-oxoethyl]amino}cyclohex-1-enecarbonitrile

Base Information

Chemical Name:4-{N-benzyl-N-[2-(phenylselanyl)-2-oxoethyl]amino}cyclohex-1-enecarbonitrile
CAS No.:422507-39-9
Molecular Formula:C₂₂H₂₂N₂OSe
Molecular Weight:409.389
Hs Code.:

Synonyms:4-{N-benzyl-N-[2-(phenylselanyl)-2-oxoethyl]amino}cyclohex-1-enecarbonitrile

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Chemical Property of 4-{N-benzyl-N-[2-(phenylselanyl)-2-oxoethyl]amino}cyclohex-1-enecarbonitrile

Chemical Property:

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Technology Process of 4-{N-benzyl-N-[2-(phenylselanyl)-2-oxoethyl]amino}cyclohex-1-enecarbonitrile

There total 6 articles about 4-{N-benzyl-N-[2-(phenylselanyl)-2-oxoethyl]amino}cyclohex-1-enecarbonitrile 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: 70.0%

: 5707-04-0
Phenylselenyl chloride

: N-benzyl-N-carboxymethyl-N-[4-cyanocyclohex-3-en-1-yl]ammonium chloride

: 422507-39-9
4-{N-benzyl-N-[2-(phenylselanyl)-2-oxoethyl]amino}cyclohex-1-enecarbonitrile

Guidance literature:: N-benzyl-N-carboxymethyl-N-[4-cyanocyclohex-3-en-1-yl]ammonium chloride; With triethylamine; In dichloromethane; for 0.5h;

Phenylselenyl chloride; With tributylphosphine; In tetrahydrofuran; dichloromethane; at 20 ℃; for 24h; Further stages.;
DOI:10.1021/jo0163849

Reference yield:

: 422507-48-0
[N-benzyl-N-(4-cyano-3-cyclohexenyl)amino]phosphonic dichloride

: 422507-39-9
4-{N-benzyl-N-[2-(phenylselanyl)-2-oxoethyl]amino}cyclohex-1-enecarbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: 87 percent / aq. HCl / tetrahydrofuran / 5 h / Heating

2.1: 96 percent / Na₂CO₃ / acetonitrile / 4 h / Heating

3.1: 88 percent / 6 N HCl / 7 h / 60 °C

4.1: Et₃N / CH₂Cl₂ / 0.5 h

4.2: 70 percent / PBu₃ / CH₂Cl₂; tetrahydrofuran / 24 h / 20 °C

With hydrogenchloride; sodium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo0163849

Reference yield:

: 142009-99-2
4-(benzylamino)cyclohexane-1-one

: 422507-39-9
4-{N-benzyl-N-[2-(phenylselanyl)-2-oxoethyl]amino}cyclohex-1-enecarbonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: ZnI₂

1.2: POCl₃

1.3: 50 percent / aq. HCl / tetrahydrofuran

2.1: 96 percent / Na₂CO₃ / acetonitrile / 4 h / Heating

3.1: 88 percent / 6 N HCl / 7 h / 60 °C

4.1: Et₃N / CH₂Cl₂ / 0.5 h

4.2: 70 percent / PBu₃ / CH₂Cl₂; tetrahydrofuran / 24 h / 20 °C

With hydrogenchloride; sodium carbonate; triethylamine; zinc(II) iodide; In dichloromethane; acetonitrile;
DOI:10.1021/jo0163849