Benzeneethanol, 2-iodo-, methanesulfonate

Base Information

• Chemical Name: Benzeneethanol, 2-iodo-, methanesulfonate
• CAS No.: 181717-12-4
• Molecular Formula: C9H11IO3S
• Molecular Weight: 326.155
• Mol file: 181717-12-4.mol

Synonyms:

Chemical Property of Benzeneethanol, 2-iodo-, methanesulfonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzeneethanol, 2-iodo-, methanesulfonate

There total 2 articles about Benzeneethanol, 2-iodo-, methanesulfonate 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: 98.0%

2-(2-iodophenyl)ethan-1-ol (26059-40-5) + methanesulfonyl chloride (124-63-0) → 2-(o-iodophenyl)ethyl methanesulfonate (181717-12-4)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol8008792

Reference yield:

2-(2-iodophenyl)acetonitrile (40400-15-5) → 2-(o-iodophenyl)ethyl methanesulfonate (181717-12-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 36.1 g / aq. NaOH / Heating

2: 93 percent / borane-dimethyl sulfide complex / tetrahydrofuran / Ambient temperature

3: 96 percent / Et₃N / CH₂Cl₂ / 2 h / Ambient temperature

With sodium hydroxide; dimethylsulfide borane complex; triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo960970y

Reference yield: 99.0%

2-(o-iodophenyl)ethyl methanesulfonate (181717-12-4) → 1-iodo-2-(2-iodoethyl)-benzene (105952-36-1)

Guidance literature:

With sodium iodide; In acetone; for 2h; Inert atmosphere; Reflux;

DOI:10.1021/ol8008792

upstream raw materials:

2-(2-iodophenyl)ethan-1-ol

methanesulfonyl chloride

2-(2-iodophenyl)acetonitrile

Downstream raw materials:

1-iodo-2-(2-iodoethyl)-benzene

3-(2-iodophenyl)propanenitrile

2-[o-(1-sec-butyl-2,2-difluorovinyl)phenyl]ethyl methanesulfonate

2-[o-(1-butyl-2,2-difluorovinyl)phenyl]ethyl methanesulfonate

Refernces

• 1、 Brahma, Kaushik,Achari, Basudeb,Chowdhury, Chinmay. "Facile synthesis of [1,2,3]-triazole-fused isoindolines, tetrahydroisoquinolines, benzoazepines and benzoazocines by palladium-copper catalysed heterocyclisation". supporting information. p. 545 - 555. Retrieved 2013/04/10.
• 2、 Pletnev, Alexandre A.,Larock, Richard C.. "Carbopalladation of nitriles: Synthesis of benzocyclic ketones and cyclopentenones via Pd-catalyzed cyclization of ω-(2-iodoaryl)alkanenitriles and related compounds". . p. 9428 - 9438. Retrieved 2007/10/03.