1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one

Base Information

• Chemical Name: 1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one
• CAS No.: 860638-84-2
• Molecular Formula: C₁₈H₁₄BrClO₄
• Molecular Weight: 409.664
• Mol file: 860638-84-2.mol

Synonyms:1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one

Chemical Property of 1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one

There total 1 articles about 1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one 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: 92.0%

3,4,5-trimethoxyphenylacetylene (53560-33-1) + 5-bromo-2-chloro-benzoyl chloride (21900-52-7) → 1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one (860638-84-2)

Guidance literature:

With copper(l) iodide; triethylamine; bis(triphenylphosphine)palladium(II) chloride; In tetrahydrofuran; at 20 ℃; for 20h;

DOI:10.1021/ol0505959

Reference yield: 80.0%

1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one (860638-84-2) → (S)-1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol (860638-85-3)

Guidance literature:

1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one; With 9-borabicyclo[3.3.1]nonane dimer; (-)-α-pinene; In tetrahydrofuran; at 20 ℃;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; for 1.5h;

DOI:10.1021/ol0505959

Reference yield:

1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one (860638-84-2) → 3-[(R)-1-Methoxymethoxy-3-(3,4,5-trimethoxy-phenyl)-propyl]-benzoic acid methyl ester

Guidance literature:

Multi-step reaction with 5 steps

1.1: 9-BBN; (S)-α-pinene / tetrahydrofuran / 20 °C

1.2: 80 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 1.5 h

2.1: NaH / tetrahydrofuran / 1 h / 20 °C

2.2: 94 percent / tetrahydrofuran / 0 - 20 °C

3.1: 95 percent / p-toluenesulfohydrazide; AcONa / 1,2-dimethoxy-ethane; H₂O / Heating

4.1: 82 percent / K₂CO₃ / trans-PdCl₂(PPh₃)2 / dimethylformamide / 95 °C / 3800 Torr

5.1: K₂CO₃; 2-dicyclohexylphosphino-2'-(N,N-dimethylamino)biphenyl / Pd(OAc)2 / N,N-dimethyl-acetamide / 145 °C

With 9-borabicyclo[3.3.1]nonane dimer; (-)-α-pinene; sodium acetate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid hydrazide; DavePhos; palladium diacetate; bis(triphenylphosphine)palladium(II) chloride; In tetrahydrofuran; 1,2-dimethoxyethane; N,N-dimethyl acetamide; water; N,N-dimethyl-formamide;

DOI:10.1021/ol0505959

upstream raw materials:

3,4,5-trimethoxyphenylacetylene

5-bromo-2-chloro-benzoyl chloride

Downstream raw materials:

(S)-1-(5-bromo-2-chlorophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol

(S)-1-(2-bromophenyl)-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-ol

(R)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)propyl)-1,2,3-trimethoxybenzene

(S)-5-(3-(2-bromophenyl)-3-(methoxymethoxy)prop-1-ynyl)-1,2,3-trimethoxybenzene