2,5-dibromo-α-phenyl-3-thiophenemethanol

Base Information

• Chemical Name: 2,5-dibromo-α-phenyl-3-thiophenemethanol
• CAS No.: 941609-28-5
• Molecular Formula: C₁₁H₈Br₂OS
• Molecular Weight: 348.058
• Mol file: 941609-28-5.mol

Synonyms:2,5-dibromo-α-phenyl-3-thiophenemethanol

Chemical Property of 2,5-dibromo-α-phenyl-3-thiophenemethanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-dibromo-α-phenyl-3-thiophenemethanol

There total 3 articles about 2,5-dibromo-α-phenyl-3-thiophenemethanol 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: 51.0%

3-benzylthiophene (27921-48-8) → (2,5-dibromothiophen-3-yl)(phenyl)methanone (1097828-62-0) + 2,5-dibromo-α-phenyl-3-thiophenemethanol (941609-28-5)

Guidance literature:

With N-Bromosuccinimide; water; In chloroform; for 3h; Overall yield = 89 %; Reflux;

DOI:10.1016/j.tetlet.2014.06.047

Reference yield: 8.0%

2,5-dibromothiophen (3141-27-3) + benzaldehyde (100-52-7) → 2,4-dibromothiophene (3140-92-9) + 2,5-dibromo-α-phenyl-3-thiophenemethanol (941609-28-5) + 3,5-dibromo-α-phenyl-2-thiophenemethanol

Guidance literature:

2,5-dibromothiophen; With lithium diisopropyl amide; In tetrahydrofuran; at 0 ℃; Flow reactor; Inert atmosphere;

benzaldehyde; In tetrahydrofuran; at 0 ℃; Flow reactor; Inert atmosphere;

DOI:10.1055/s-0040-1706479

Reference yield:

benzyl bromide (100-39-0) → (2,5-dibromothiophen-3-yl)(phenyl)methanone (1097828-62-0) + 2,5-dibromo-α-phenyl-3-thiophenemethanol (941609-28-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,2-dimethoxyethane / 4 h / 100 °C / Inert atmosphere

2: N-Bromosuccinimide; water / chloroform / 3 h / Reflux

With N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; water; sodium carbonate; In 1,2-dimethoxyethane; chloroform; water;

DOI:10.1016/j.tetlet.2014.06.047

upstream raw materials:

benzyl bromide

3-benzylthiophene

2,5-dibromothiophen

benzaldehyde

Refernces

• 1、 He, Chao,Zhang, Xiaohui,Huang, Ruofeng,Pan, Jing,Li, Jiaqiang,Ling, Xuege,Xiong, Yan,Zhu, Xiangming. "Synthesis of structurally diverse diarylketones through the diarylmethyl sp3 C-H oxidation". . p. 4458 - 4462. Retrieved 2014/08/05.