Ethyl 6-methyl-3-pyridyloxyacetate

Base Information

• Chemical Name: Ethyl 6-methyl-3-pyridyloxyacetate
• CAS No.: 24015-97-2
• Molecular Formula: C10H13NO3
• European Community (EC) Number: 654-134-5
• Nikkaji Number: J1.217.908A
• Mol file: 24015-97-2.mol

Synonyms:ethyl 6-methyl-3-pyridyloxyacetate;24015-97-2;SCHEMBL2438238;Acetic acid, [(6-methyl-3-pyridinyl)oxy]-, ethyl ester;SLQPGPDBDCSQMM-UHFFFAOYSA-N;AKOS011351453;ethyl [(6-methyl-3-pyridinyl)oxy]acetate

Chemical Property of Ethyl 6-methyl-3-pyridyloxyacetate

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 184

Purity/Quality:

98% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)COC1=CN=C(C=C1)C

Technology Process of Ethyl 6-methyl-3-pyridyloxyacetate

There total 1 articles about Ethyl 6-methyl-3-pyridyloxyacetate 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: 33.0%

5-Hydroxy-2-methylpyridine (1121-78-4) + ethyl bromoacetate (105-36-2) → ethyl 2-[(6-methylpyridin-3-yl)oxy]acetate (24015-97-2)

Guidance literature:

With sodium hydroxide; benzyl tri-n-butylammonium bromide; In dichloromethane; water; at 20 ℃; for 48h;

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

Reference yield: 93.0%

ethyl 2-[(6-methylpyridin-3-yl)oxy]acetate (24015-97-2) → 2-[(6-methylpyridin-3-yl)oxy]ethanol (252266-86-7)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; at 20 ℃; for 2h;

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:

5-Hydroxy-2-methylpyridine

ethyl bromoacetate

Downstream raw materials:

2-[(6-methylpyridin-3-yl)oxy]ethanol

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

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

[(6-methyl-3-pyridinyl)oxy]acetic Acid