Methyl 2-Chloro-3-[4-(1-methylcyclohexylmethoxy)phenyl] Propionate

Base Information

• Chemical Name: Methyl 2-Chloro-3-[4-(1-methylcyclohexylmethoxy)phenyl] Propionate
• CAS No.: 85003-07-2
• Molecular Formula: C18H25ClO3
• Molecular Weight: 324.848
• DSSTox Substance ID: DTXSID50401008
• Mol file: 85003-07-2.mol

Synonyms:85003-07-2;Methyl 2-Chloro-3-[4-(1-methylcyclohexylmethoxy)phenyl] Propionate;Methyl 2-chloro-3-[4-[(1-methylcyclohexyl)methoxy]phenyl]propanoate;DTXSID50401008;AKOS030255800;FT-0671609

Chemical Property of Methyl 2-Chloro-3-[4-(1-methylcyclohexylmethoxy)phenyl] Propionate

Chemical Property:

• PSA: 35.53000
• LogP: 4.35870
• Solubility.: Acetone, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 5.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 324.1492223
• Heavy Atom Count: 22
• Complexity: 344

Purity/Quality:

95% ^*data from raw suppliers

Methyl2-Chloro-3-[4-(1-methylcyclohexylmethoxy)phenyl]Propionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CCCCC1)COC2=CC=C(C=C2)CC(C(=O)OC)Cl
• Uses: Methyl 2-Chloro-3-[4-(1-methylcyclohexylmethoxy)phenyl] Propionate (cas# 85003-07-2) is a compound useful in organic synthesis.

Technology Process of Methyl 2-Chloro-3-[4-(1-methylcyclohexylmethoxy)phenyl] Propionate

There total 5 articles about Methyl 2-Chloro-3-[4-(1-methylcyclohexylmethoxy)phenyl] Propionate 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: 94.1%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 2-Chloro-3-[4-(1-methyl-cyclohexylmethoxy)-phenyl]-propionic acid (96206-78-9,96245-13-5) → 2-Chloro-3-[4-(1-methyl-cyclohexylmethoxy)-phenyl]-propionic acid methyl ester (85003-07-2,96206-80-3) + methyl (-)-(2R)-2-chloro-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionate (96206-80-3)

Guidance literature:

In diethyl ether; for 0.25h; Ambient temperature;

DOI:10.1248/cpb.32.4460

Reference yield:

4-chlorobenzonitrile (100-00-5) → methyl 2-chloro-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionate (85003-07-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 86.9 percent / NaH / dimethylsulfoxide / 0.5 h / 70 °C

2: hydrogen / 10percent Pd-C / methanol / 760 Torr / Ambient temperature

3: 1.) NaNO₂, conc. HCl, 2.) Cu₂O / 1.) acetone, water, 5 deg C, 30 min, 2.) acetone, water, 35 deg C

With copper(I) oxide; hydrogenchloride; hydrogen; sodium hydride; sodium nitrite; palladium on activated charcoal; In methanol; dimethyl sulfoxide;

DOI:10.1248/cpb.30.3580

Reference yield:

(1-methylcyclohexyl)methanol (14064-13-2) → methyl 2-chloro-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionate (85003-07-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 86.9 percent / NaH / dimethylsulfoxide / 0.5 h / 70 °C

2: hydrogen / 10percent Pd-C / methanol / 760 Torr / Ambient temperature

3: 1.) NaNO₂, conc. HCl, 2.) Cu₂O / 1.) acetone, water, 5 deg C, 30 min, 2.) acetone, water, 35 deg C

With copper(I) oxide; hydrogenchloride; hydrogen; sodium hydride; sodium nitrite; palladium on activated charcoal; In methanol; dimethyl sulfoxide;

DOI:10.1248/cpb.30.3580

upstream raw materials:

4-(1-Methyl-cyclohexylmethoxy)-phenylamine

acrylic acid methyl ester

(1-methylcyclohexyl)methanol

4-chlorobenzonitrile

Downstream raw materials:

Ciglitazone

2-imino-5-<4-(1-methylcyclohexylmethoxy)benzyl>thiazolidin-4-one

(+/-)-2-chloro-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionic acid

methyl (+)-3-<4-(1-methylcyclohexylmethoxy)phenyl>-(2S)-2-thiocyanatopropionate