4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde

Base Information

Chemical Name:4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde
CAS No.:1434515-98-6
Molecular Formula:C₂₂H₁₉NO₂
Molecular Weight:329.398
Hs Code.:

Synonyms:4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde

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Chemical Property of 4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde

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Technology Process of 4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde

There total 3 articles about 4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde 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: 67.0%

: 1434515-84-0
7-(dimethylamino)-9-(4-(hydroxymethyl)phenyl)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

: 1434515-98-6
4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 0 - 20 ℃; for 0.333333h;
DOI:10.1021/ol400292q

Reference yield:

: 1434515-75-9
9-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-7-chloro-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

: 1434515-98-6
4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: (SPhos) palladium(II) phenethylamine chloride; lithium hexamethyldisilazane / tetrahydrofuran / 3 h / 85 °C / Sealed tube; Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

3: Dess-Martin periodane / dichloromethane / 0.33 h / 0 - 20 °C

With (SPhos) palladium(II) phenethylamine chloride; tetrabutyl ammonium fluoride; Dess-Martin periodane; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; 1: |Buchwald-Hartwig Coupling / 3: |Dess-Martin Oxidation;
DOI:10.1021/ol400292q

Reference yield:

: 1434515-80-6
9-(4-(((tert-butyldimethylsilyl)oxy)methyl)phenyl)-7-(dimethylamino)-2,3-dihydro-1H-cyclopenta[b]naphthalen-1-one

: 1434515-98-6
4-(6-(dimethylamino)-3-oxo-2,3-dihydro-1H-cyclopenta[b]naphthalen-4-yl)benzaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2: Dess-Martin periodane / dichloromethane / 0.33 h / 0 - 20 °C

With tetrabutyl ammonium fluoride; Dess-Martin periodane; In tetrahydrofuran; dichloromethane; 2: |Dess-Martin Oxidation;
DOI:10.1021/ol400292q