1-lithiomethyl phenyl selenoxide

Base Information

• Chemical Name: 1-lithiomethyl phenyl selenoxide
• CAS No.: 85662-39-1
• Molecular Formula: C₇H₇LiOSe
• Molecular Weight: 193.033
• Mol file: 85662-39-1.mol

Synonyms:1-lithiomethyl phenyl selenoxide

Chemical Property of 1-lithiomethyl phenyl selenoxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-lithiomethyl phenyl selenoxide

There total 2 articles about 1-lithiomethyl phenyl selenoxide 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:

selenoanisole (4346-64-9) → 1-lithiomethyl phenyl selenoxide (85662-39-1)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; 1.) -20 deg C, 15 min, 2.) -78 deg C, 10 min;

DOI:10.1021/jo00160a034

Reference yield:

diphenyl diselenide (1666-13-3) → 1-lithiomethyl phenyl selenoxide (85662-39-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / NaBH₄ / ethanol / Heating

2: 1.) m-chloroperbenzoic acid (MCPBA), 2.) lithium diisopropylamide (LDA) / tetrahydrofuran / 1.) -20 deg C, 15 min, 2.) -78 deg C, 10 min

With sodium tetrahydroborate; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; ethanol;

DOI:10.1021/jo00160a034

Reference yield: 92.0%

2-phenyl-2-methylcyclobutanone (75750-06-0) + 1-lithiomethyl phenyl selenoxide (85662-39-1) → (rac)-3-phenyl-3-methylcyclopentanone (85662-51-7)

Guidance literature:

In tetrahydrofuran; 1.) -78 deg C, 10 min, 2.) reflux, 5 min;

DOI:10.1021/jo00160a034

upstream raw materials:

selenoanisole

diphenyl diselenide

Downstream raw materials:

spiro<4.5>decan-2-one

(rac)-3-phenyl-3-methylcyclopentanone