N-(7-(dimethylamino)-9,9-dimethyl-10-(phenylethynyl)-anthracen-2(9H)-ylidene)-N-methylmethanaminium chloride

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Chemical Name:N-(7-(dimethylamino)-9,9-dimethyl-10-(phenylethynyl)-anthracen-2(9H)-ylidene)-N-methylmethanaminium chloride
CAS No.:1588767-67-2
Molecular Formula:C₂₈H₂₉N₂*Cl
Molecular Weight:429.005
Hs Code.:

Synonyms:N-(7-(dimethylamino)-9,9-dimethyl-10-(phenylethynyl)-anthracen-2(9H)-ylidene)-N-methylmethanaminium chloride

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Chemical Property of N-(7-(dimethylamino)-9,9-dimethyl-10-(phenylethynyl)-anthracen-2(9H)-ylidene)-N-methylmethanaminium chloride

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Technology Process of N-(7-(dimethylamino)-9,9-dimethyl-10-(phenylethynyl)-anthracen-2(9H)-ylidene)-N-methylmethanaminium chloride

There total 5 articles about N-(7-(dimethylamino)-9,9-dimethyl-10-(phenylethynyl)-anthracen-2(9H)-ylidene)-N-methylmethanaminium chloride 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: 61.0%

: 32987-62-5
N,N,N’,N’-tetramethylcarborhodamine xanthone

: 536-74-3
phenylacetylene

: 1588767-67-2
N-(7-(dimethylamino)-9,9-dimethyl-10-(phenylethynyl)-anthracen-2(9H)-ylidene)-N-methylmethanaminium chloride

Guidance literature:: phenylacetylene; With n-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.5h; Schlenk technique; Inert atmosphere;

N,N,N’,N’-tetramethylcarborhodamine xanthone; In tetrahydrofuran; cyclohexane; at -78 - 20 ℃; Schlenk technique; Inert atmosphere;
DOI:10.1021/jo500140y

Reference yield:

: 16518-62-0
3-bromo-N,N-dimethylaniline

: 1588767-67-2
N-(7-(dimethylamino)-9,9-dimethyl-10-(phenylethynyl)-anthracen-2(9H)-ylidene)-N-methylmethanaminium chloride

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.25 h / -78 °C / Schlenk technique; Inert atmosphere

1.2: 0.25 h / -78 °C / Schlenk technique; Inert atmosphere

2.1: potassium hydrogensulfate / 5,5-dimethyl-1,3-cyclohexadiene / 1 h / 150 °C

3.1: boron trichloride / dichloromethane / 0 °C / Inert atmosphere

3.2: polyphosphoric acid / 3 h / 40 - 130 °C / Inert atmosphere

4.1: potassium permanganate / acetone / 3 h / 0 °C

5.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere

5.2: -78 - 20 °C / Schlenk technique; Inert atmosphere

With potassium permanganate; potassium hydrogensulfate; n-butyllithium; boron trichloride; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; cyclohexane; acetone;
DOI:10.1021/jo500140y

Reference yield:

: 3,6-Bis-dimethylamino-10,10-dimethyl-9,10-dihydro-anthracen-9-ol

: 1588767-67-2
N-(7-(dimethylamino)-9,9-dimethyl-10-(phenylethynyl)-anthracen-2(9H)-ylidene)-N-methylmethanaminium chloride

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium permanganate / acetone / 3 h / 0 °C

2.1: n-butyllithium / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C / Schlenk technique; Inert atmosphere

2.2: -78 - 20 °C / Schlenk technique; Inert atmosphere

With potassium permanganate; n-butyllithium; In tetrahydrofuran; cyclohexane; acetone;
DOI:10.1021/jo500140y