{3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}acetonitrile

Base Information

Chemical Name:{3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}acetonitrile
CAS No.:1359669-55-8
Molecular Formula:C₂₅H₂₃NO
Molecular Weight:353.464
Hs Code.:

Synonyms:{3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}acetonitrile

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Chemical Property of {3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}acetonitrile

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Technology Process of {3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}acetonitrile

There total 15 articles about {3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}acetonitrile 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%

: 773837-37-9
sodium cyanide

: 1359669-53-6
{3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}methyl-4-methylbenzenesulfonate

: 1359669-55-8
{3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}acetonitrile

Guidance literature:: In dimethyl sulfoxide; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1021/jm2012968

Reference yield:

: 242473-46-7
3-hydroxybicyclo[4.2.0]octa-1,3,5-triene-7-carbonitrile

: 1359669-55-8
{3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}acetonitrile

Guidance literature:: Multi-step reaction with 5 steps

1: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / 20 °C

2: potassium hydroxide / ethanol; water / 69 h / 20 °C / Reflux

3: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

4: pyridine / 14 h / 20 °C

5: dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere

With pyridine; lithium aluminium tetrahydride; tributylphosphine; potassium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; 1: Mitsunobu reaction;
DOI:10.1021/jm2012968

Reference yield:

: 691905-26-7
2',6'-dimethyl-[1,1'-biphenyl]-3-carbaldehyde

: 1359669-55-8
{3-[(2',6'-dimethylbiphenyl-3-yl)methoxy]bicyclo[4.2.0]octa-1,3,5-trien-7-yl}acetonitrile

Guidance literature:: Multi-step reaction with 6 steps

1: sodium tetrahydroborate / tetrahydrofuran; 1,2-dimethoxyethane / 0 °C

2: tributylphosphine; 1,1'-azodicarbonyl-dipiperidine / 20 °C

3: potassium hydroxide / ethanol; water / 69 h / 20 °C / Reflux

4: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere

5: pyridine / 14 h / 20 °C

6: dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere

With pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; tributylphosphine; potassium hydroxide; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; 1,2-dimethoxyethane; ethanol; water; dimethyl sulfoxide; 2: Mitsunobu reaction;
DOI:10.1021/jm2012968