(+/-)-2-(3-methylbenzyl)-2-phenylchroman

Base Information

• Chemical Name: (+/-)-2-(3-methylbenzyl)-2-phenylchroman
• CAS No.: 1353093-44-3
• Molecular Formula: C₂₃H₂₂O
• Molecular Weight: 314.427
• Mol file: 1353093-44-3.mol

Synonyms:(+/-)-2-(3-methylbenzyl)-2-phenylchroman

Chemical Property of (+/-)-2-(3-methylbenzyl)-2-phenylchroman

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-2-(3-methylbenzyl)-2-phenylchroman

There total 4 articles about (+/-)-2-(3-methylbenzyl)-2-phenylchroman 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: 57.0%

meta-bromotoluene (591-17-3) + 2-(3-phenylbut-3-en-1-yl)phenol (68118-00-3) → (+/-)-2-(3-methylbenzyl)-2-phenylchroman (1353093-44-3)

Guidance literature:

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate; In tetrahydrofuran; at 110 ℃; Inert atmosphere;

DOI:10.1039/c1cc15880e

Reference yield:

1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene (1353093-50-1) → (+/-)-2-(3-methylbenzyl)-2-phenylchroman (1353093-44-3)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride; ethanethiol / N,N-dimethyl-formamide / 20 - 160 °C / Inert atmosphere

2: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate / tetrahydrofuran / 110 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium hydride; ethanethiol; sodium t-butanolate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/c1cc15880e

Reference yield:

(E)-3-(2-methoxylphenyl)-1-phenylprop-2-en-1-one (22965-99-7) → (+/-)-2-(3-methylbenzyl)-2-phenylchroman (1353093-44-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: bis(cyclopentadienyl)titanium dichloride; triethylamine hydrochloride; zinc / dichloromethane / 20 °C / Inert atmosphere

2.1: sodium hexamethyldisilazane / tetrahydrofuran / 2 h / -78 °C / Inert atmosphere

2.2: -78 - 40 °C / Inert atmosphere

3.1: sodium hydride; ethanethiol / N,N-dimethyl-formamide / 20 - 160 °C / Inert atmosphere

4.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium t-butanolate / tetrahydrofuran / 110 °C / Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; bis(cyclopentadienyl)titanium dichloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; sodium hexamethyldisilazane; triethylamine hydrochloride; sodium hydride; ethanethiol; sodium t-butanolate; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1039/c1cc15880e

upstream raw materials:

1-methoxy-2-(3-phenylbut-3-en-1-yl)benzene

meta-bromotoluene

2-(3-phenylbut-3-en-1-yl)phenol

(E)-3-(2-methoxylphenyl)-1-phenylprop-2-en-1-one

Refernces