1-[4-(dodecyloxy)phenyl]-2-[5-(2-hydroxyethoxy)pyridin-2-yl]ethan-1-one

Base Information

• Chemical Name: 1-[4-(dodecyloxy)phenyl]-2-[5-(2-hydroxyethoxy)pyridin-2-yl]ethan-1-one
• CAS No.: 252266-89-0
• Molecular Formula: C₂₇H₃₉NO₄
• Molecular Weight: 441.611
• Mol file: 252266-89-0.mol

Synonyms:1-[4-(dodecyloxy)phenyl]-2-[5-(2-hydroxyethoxy)pyridin-2-yl]ethan-1-one

Chemical Property of 1-[4-(dodecyloxy)phenyl]-2-[5-(2-hydroxyethoxy)pyridin-2-yl]ethan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-[4-(dodecyloxy)phenyl]-2-[5-(2-hydroxyethoxy)pyridin-2-yl]ethan-1-one

There total 8 articles about 1-[4-(dodecyloxy)phenyl]-2-[5-(2-hydroxyethoxy)pyridin-2-yl]ethan-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: 73.0%

1-[4-(dodecyloxy)phenyl]-2-{5-{2-[(tetrahydro-2H-pyran-2-yl)oxy]ethoxy}pyridin-2-yl}ethan-1-one (252266-88-9) → 1-[4-(dodecyloxy)phenyl]-2-[5-(2-hydroxyethoxy)pyridin-2-yl]ethan-1-one (252266-89-0)

Guidance literature:

With water; lithium chloride; In dimethyl sulfoxide; at 90 ℃; for 24h;

DOI:10.1002/(SICI)1522-2675(19991006)82:10<1707::AID-HLCA1707>3.0.CO;2-K

Reference yield:

5-Hydroxy-2-methylpyridine (1121-78-4) → 1-[4-(dodecyloxy)phenyl]-2-[5-(2-hydroxyethoxy)pyridin-2-yl]ethan-1-one (252266-89-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 33 percent / NaOH / benzyltributylammonium bromide / H₂O; CH₂Cl₂ / 48 h / 20 °C

2.1: 93 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 2 h / 20 °C

3.1: 36 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 48 h / Heating

4.1: LiN(SiMe₃)2 / tetrahydrofuran / 3 h

4.2: 70 percent / tetrahydrofuran; diethyl ether / 20 - 55 °C

5.1: 73 percent / LiCl; H₂O / dimethylsulfoxide / 24 h / 90 °C

With sodium hydroxide; lithium aluminium tetrahydride; water; lithium chloride; lithium hexamethyldisilazane; pyridinium p-toluenesulfonate; benzyl tri-n-butylammonium bromide; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; 1.1: Alkylation / 2.1: Reduction / 3.1: Etherification / 4.1: Deprotonation / 4.2: Substitution / 5.1: Hydrolysis;

DOI:10.1002/(SICI)1522-2675(19991006)82:10<1707::AID-HLCA1707>3.0.CO;2-K

Reference yield:

ethyl 2-[(6-methylpyridin-3-yl)oxy]acetate (24015-97-2) → 1-[4-(dodecyloxy)phenyl]-2-[5-(2-hydroxyethoxy)pyridin-2-yl]ethan-1-one (252266-89-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 93 percent / LiAlH₄ / diethyl ether; tetrahydrofuran / 2 h / 20 °C

2.1: 36 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 48 h / Heating

3.1: LiN(SiMe₃)2 / tetrahydrofuran / 3 h

3.2: 70 percent / tetrahydrofuran; diethyl ether / 20 - 55 °C

4.1: 73 percent / LiCl; H₂O / dimethylsulfoxide / 24 h / 90 °C

With lithium aluminium tetrahydride; water; lithium chloride; lithium hexamethyldisilazane; pyridinium p-toluenesulfonate; In tetrahydrofuran; diethyl ether; dichloromethane; dimethyl sulfoxide; 1.1: Reduction / 2.1: Etherification / 3.1: Deprotonation / 3.2: Substitution / 4.1: Hydrolysis;

DOI:10.1002/(SICI)1522-2675(19991006)82:10<1707::AID-HLCA1707>3.0.CO;2-K

upstream raw materials:

1-[4-(dodecyloxy)phenyl]-2-{5-{2-[(tetrahydro-2H-pyran-2-yl)oxy]ethoxy}pyridin-2-yl}ethan-1-one

5-Hydroxy-2-methylpyridine

ethyl 2-[(6-methylpyridin-3-yl)oxy]acetate

methyl 4-(dodecyloxy)benzoate