4-[2-(4-methoxyphenyl)ethyl]quinoline

Base Information

• Chemical Name: 4-[2-(4-methoxyphenyl)ethyl]quinoline
• CAS No.: 6285-79-6
• Molecular Formula: C18H17 N O
• Molecular Weight: 263.3337
• Mol file: 6285-79-6.mol

Synonyms:NSC 10634

Chemical Property of 4-[2-(4-methoxyphenyl)ethyl]quinoline

Chemical Property:

• Vapor Pressure: 1.77E-06mmHg at 25°C
• Boiling Point: 407.5°C at 760 mmHg
• Flash Point: 147.5°C
• Density: 1.123g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-[2-(4-methoxyphenyl)ethyl]quinoline

There total 5 articles about 4-[2-(4-methoxyphenyl)ethyl]quinoline 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: 37.0%

C6H4NCH2CHCCH2 (491-35-0) + 4-Methoxybenzyl alcohol (105-13-5) → 4-(4-methoxyphenethyl)quinoline (6285-79-6)

Guidance literature:

With 1,10-Phenanthroline; potassium tert-butylate; iron(II) acetate; In 1,4-dioxane; at 140 ℃; for 24h; Inert atmosphere; Schlenk technique;

DOI:10.1039/d0cc01593h

Reference yield:

C6H4NCH2CHCCH2 (491-35-0) → 4-(4-methoxyphenethyl)quinoline (6285-79-6)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonamide / toluene / 24 h / 120 °C

2: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C

3: nickel dibromide; potassium tert-butylate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,10-Phenanthroline; oxygen / tert-Amyl alcohol / 24 h / 95 °C

With methanol; sodium tetrahydroborate; 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; nickel(II) chloride hexahydrate; potassium tert-butylate; oxygen; toluene-4-sulfonamide; nickel dibromide; In tert-Amyl alcohol; toluene;

DOI:10.1021/acs.orglett.0c02271

Reference yield:

4-(4-methoxy-styryl)-quinoline (2859-55-4) → 4-(4-methoxyphenethyl)quinoline (6285-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: nickel(II) chloride hexahydrate; sodium tetrahydroborate; methanol / 4 h / 0 - 20 °C

2: nickel dibromide; potassium tert-butylate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,10-Phenanthroline; oxygen / tert-Amyl alcohol / 24 h / 95 °C

With methanol; sodium tetrahydroborate; 1,10-Phenanthroline; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; nickel(II) chloride hexahydrate; potassium tert-butylate; oxygen; nickel dibromide; In tert-Amyl alcohol;

DOI:10.1021/acs.orglett.0c02271

upstream raw materials:

p-methoxybenzyl chloride

C₆H₄NCH₂CHCCH₂

4-Methoxybenzyl alcohol

4-(4-methoxy-styryl)-quinoline

Refernces

• 1、 Banerjee, Debasis,Bera, Atanu,Bera, Sourajit. "Nickel-Catalyzed Dehydrogenation of N-Heterocycles Using Molecular Oxygen". . . Retrieved 2020/09/02.