Benzenebutanoic acid, 3,4-dichloro-γ-cyano-γ-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-, ethyl ester

Base Information

• Chemical Name: Benzenebutanoic acid, 3,4-dichloro-γ-cyano-γ-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-, ethyl ester
• CAS No.: 146395-97-3
• Molecular Formula: C₂₁H₂₇Cl₂NO₄
• Molecular Weight: 428.356
• Mol file: 146395-97-3.mol

Synonyms:Benzenebutanoic acid, 3,4-dichloro-γ-cyano-γ-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-, ethyl ester

Chemical Property of Benzenebutanoic acid, 3,4-dichloro-γ-cyano-γ-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-, ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenebutanoic acid, 3,4-dichloro-γ-cyano-γ-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-, ethyl ester

There total 5 articles about Benzenebutanoic acid, 3,4-dichloro-γ-cyano-γ-[3-[(tetrahydro-2H-pyran-2-yl)oxy]propyl]-, ethyl ester 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: 95.0%

2-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanenitrile (146395-96-2) + ethyl acrylate (140-88-5,9003-32-1) → 4-Cyano-4-(3,4-dichloro-phenyl)-7-(tetrahydro-pyran-2-yloxy)-heptanoic acid ethyl ester (146395-97-3)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In 1,4-dioxane;

DOI:10.1016/S0960-894X(98)00215-7

Reference yield: 94.0%

Ethyl 3-bromopropionate (539-74-2) + 2-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanenitrile (146395-96-2) → 4-Cyano-4-(3,4-dichloro-phenyl)-7-(tetrahydro-pyran-2-yloxy)-heptanoic acid ethyl ester (146395-97-3)

Guidance literature:

With potassium hexamethylsilazane; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0960-894X(97)00064-4

Reference yield:

3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide (33821-94-2) → 4-Cyano-4-(3,4-dichloro-phenyl)-7-(tetrahydro-pyran-2-yloxy)-heptanoic acid ethyl ester (146395-97-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / NaH / tetrahydrofuran

2: 95 percent / triton B / dioxane

With N-benzyl-trimethylammonium hydroxide; sodium hydride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1016/S0960-894X(98)00215-7

upstream raw materials:

Ethyl 3-bromopropionate

2-(3,4-dichloro-phenyl)-5-(tetrahydro-pyran-2-yl-oxy)-pentanenitrile

ethyl acrylate

3-(tetrahydro-2H-pyran-2-yloxy)propyl bromide

Downstream raw materials:

5-tetrahydropyranyloxypropyl-5-(3,4-dichlorophenyl)piperidone

(+)-3-(3,4-dichlorophenyl)-3-(3-hydroxypropyl)-piperidine

Methanesulfonic acid 3-[1-benzyl-3-(3,4-dichloro-phenyl)-6-oxo-piperidin-3-yl]-propyl ester

1-Benzyl-5-(3,4-dichloro-phenyl)-5-(3-hydroxy-propyl)-piperidin-2-one