9H-Xanthene, 9-[(4-methoxyphenyl)methylene]-

Base Information

• Chemical Name: 9H-Xanthene, 9-[(4-methoxyphenyl)methylene]-
• CAS No.: 2961-56-0
• Molecular Formula: C21H16O2
• Molecular Weight: 300.357
• Mol file: 2961-56-0.mol

Synonyms:

Chemical Property of 9H-Xanthene, 9-[(4-methoxyphenyl)methylene]-

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9H-Xanthene, 9-[(4-methoxyphenyl)methylene]-

There total 8 articles about 9H-Xanthene, 9-[(4-methoxyphenyl)methylene]- 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: 71.0%

1-(2,2-dibromovinyl)-4-methoxybenzene (60512-57-4) + 10-hydroxy-4a,10a-dihydrobenzo[b][1,4]benzoxaborinine (19014-28-9) → 9-(4-methoxybenzylidene)-9H-xanthene (2961-56-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; caesium carbonate; tri tert-butylphosphoniumtetrafluoroborate; In water; tert-butyl alcohol; at 80 ℃; for 16h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c3ob42065e

Reference yield: 50.0%

N'-(4-methoxybenzylidene)-4-methylbenzenesulfonohydrazide (19350-72-2) + 1-bromo-2-(2-(bromomethyl)phenoxy)benzene → 9-(4-methoxybenzylidene)-9H-xanthene (2961-56-0)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium t-butanolate; lithium tert-butoxide; In 1,4-dioxane; at 120 ℃; for 12h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.7b00613

Reference yield: 41.0%

xanth-9-one (90-47-1) + 4-methoxybenzylmagnesium chloride (38769-92-5) → 9-(4-methoxybenzylidene)-9H-xanthene (2961-56-0)

Guidance literature:

In diethyl ether; benzene; for 2h; Heating;

DOI:10.1021/jo00175a015

upstream raw materials:

xanth-9-one

4-methoxybenzylmagnesium chloride

xanthene

4-methoxy-benzaldehyde

Downstream raw materials:

4-xanthen-9-ylidenemethyl-phenol

α-bromo-9-(p-methoxybenzylidene)xanthene

9-(p-methoxybenzoyl)xanthene

11-(p-methoxyphenyl)dibenzoxepin-10-one

Refernces

• 1、 Dimitrijevic, Elena,Cusimano, Madeline,Taylor, Mark S.. "Synthesis of benzannulated heterocycles by twofold Suzuki-Miyaura couplings of cyclic diarylborinic acids". supporting information. p. 1391 - 1394. Retrieved 2014/03/21.
• 2、 Rappoport, Zvi,Kaspi, Joseph,Tsidoni, Dov. "Vinylic Cations from Solvolysis. 39. Solvolysis of 9-(α-Bromo- and α-(tosyloxy)-p-methoxybenzylidene)xanthenes". . p. 80 - 84. Retrieved 2007/10/02.