9-(4-methylbenzylidene)-9H-xanthene

Base Information

• Chemical Name: 9-(4-methylbenzylidene)-9H-xanthene
• CAS No.: 68066-89-7
• Molecular Formula: C₂₁H₁₆O
• Molecular Weight: 284.357
• Mol file: 68066-89-7.mol

Synonyms:9-(4-methylbenzylidene)-9H-xanthene

Chemical Property of 9-(4-methylbenzylidene)-9H-xanthene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 9-(4-methylbenzylidene)-9H-xanthene

There total 6 articles about 9-(4-methylbenzylidene)-9H-xanthene 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: 64.0%

p-tolualdehyde p-toluenesulfonylhydrazone (40739-81-9) + 1-bromo-2-(2-(bromomethyl)phenoxy)benzene → 9-(4-methylbenzylidene)-9H-xanthene (68066-89-7)

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:

2,3-dibromobenzene (583-53-9) → 9-(4-methylbenzylidene)-9H-xanthene (68066-89-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 2-Picolinic acid; potassium phosphate; copper(l) iodide / dimethyl sulfoxide / 24 h / 110 °C / Schlenk technique; Inert atmosphere

2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 40 h / 80 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium t-butanolate; lithium tert-butoxide / 1,4-dioxane / 12 h / 120 °C / Inert atmosphere; Sealed tube

With 2-Picolinic acid; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; copper(l) iodide; trifuran-2-yl-phosphane; sodium t-butanolate; lithium tert-butoxide; dibenzoyl peroxide; In 1,4-dioxane; tetrachloromethane; dimethyl sulfoxide;

DOI:10.1021/acs.orglett.7b00613

Reference yield:

ortho-cresol (95-48-7,77504-84-8) → 9-(4-methylbenzylidene)-9H-xanthene (68066-89-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 2-Picolinic acid; potassium phosphate; copper(l) iodide / dimethyl sulfoxide / 24 h / 110 °C / Schlenk technique; Inert atmosphere

2: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 40 h / 80 °C

3: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; trifuran-2-yl-phosphane; sodium t-butanolate; lithium tert-butoxide / 1,4-dioxane / 12 h / 120 °C / Inert atmosphere; Sealed tube

With 2-Picolinic acid; potassium phosphate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; N-Bromosuccinimide; copper(l) iodide; trifuran-2-yl-phosphane; sodium t-butanolate; lithium tert-butoxide; dibenzoyl peroxide; In 1,4-dioxane; tetrachloromethane; dimethyl sulfoxide;

DOI:10.1021/acs.orglett.7b00613

upstream raw materials:

xanth-9-one

4-tolylmagnesium chloride

p-tolualdehyde p-toluenesulfonylhydrazone

1-bromo-2-(o-tolyloxy)benzene