2-(2-(1,3-dithian-2-ylidene)-2-phenylethyl)-4-chlorophenol

Base Information

• Chemical Name: 2-(2-(1,3-dithian-2-ylidene)-2-phenylethyl)-4-chlorophenol
• CAS No.: 1404301-76-3
• Molecular Formula: C₁₈H₁₇ClOS₂
• Molecular Weight: 348.917
• Mol file: 1404301-76-3.mol

Synonyms:

Chemical Property of 2-(2-(1,3-dithian-2-ylidene)-2-phenylethyl)-4-chlorophenol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-(1,3-dithian-2-ylidene)-2-phenylethyl)-4-chlorophenol

There total 2 articles about 2-(2-(1,3-dithian-2-ylidene)-2-phenylethyl)-4-chlorophenol 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:

phenylacetic acid (103-82-2) → 2-(2-(1,3-dithian-2-ylidene)-2-phenylethyl)-4-chlorophenol (1404301-76-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: oxalyl dichloride / benzene / 24 h / 20 °C

2.1: potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate / dichloromethane; water / 20 °C

3.1: sodium tetrahydroborate; pyridine / 0.5 h / 20 °C

4.1: trimethylaluminum / dichloromethane; hexane / 0 - 20 °C / Inert atmosphere

4.2: Inert atmosphere

With pyridine; sodium tetrahydroborate; oxalyl dichloride; trimethylaluminum; tetra(n-butyl)ammonium hydrogensulfate; potassium carbonate; In hexane; dichloromethane; water; benzene;

DOI:10.1021/ja3096202

Reference yield:

6-chloro-3-phenyl-2H-chromen-2-one (88039-96-7) → 2-(2-(1,3-dithian-2-ylidene)-2-phenylethyl)-4-chlorophenol (1404301-76-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium tetrahydroborate; pyridine / 0.5 h / 20 °C

2.1: trimethylaluminum / dichloromethane; hexane / 0 - 20 °C / Inert atmosphere

2.2: Inert atmosphere

With pyridine; sodium tetrahydroborate; trimethylaluminum; In hexane; dichloromethane;

DOI:10.1021/ja3096202

Reference yield:

2-(2-(1,3-dithian-2-ylidene)-2-phenylethyl)-4-chlorophenol (1404301-76-3) → (R)-6-chloro-3-phenylspiro[chroman-2,2'-[1,3]dithiane] + (S)-6-chloro-3-phenylspiro[chroman-2,2'-[1,3]dithiane] (1404301-95-6)

Guidance literature:

With (R)-3,3'-bis[3,5-di(trifluoromethyl)phenyl]-1,1'-binaphthyl phosphate; In cyclohexane; at 20 ℃; for 24h; Overall yield = 86 %; enantioselective reaction;

DOI:10.1021/ja3096202

upstream raw materials:

phenylacetic acid

6-chloro-3-phenyl-2H-chromen-2-one

Downstream raw materials:

(S)-6-chloro-3-phenylspiro[chroman-2,2'-[1,3]dithiane]