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

Base Information

• Chemical Name: (+/-)-2-chloro-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionic acid
• CAS No.: 96245-13-5
• Molecular Formula: C₁₇H₂₃ClO₃
• Molecular Weight: 310.821
• Mol file: 96245-13-5.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 6 articles about (+/-)-2-chloro-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionic acid 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: 90.0%

(R)-2-Chloro-3-[4-(1-methyl-cyclohexylmethoxy)-phenyl]-propionic acid; compound with (S)-1-phenyl-ethylamine (96206-79-0) → 2-Chloro-3-[4-(1-methyl-cyclohexylmethoxy)-phenyl]-propionic acid (96206-78-9,96245-13-5)

Guidance literature:

With hydrogenchloride; In ethyl acetate; for 0.25h; Ambient temperature;

DOI:10.1248/cpb.32.4460

Reference yield:

4-chlorobenzonitrile (100-00-5) → (+/-)-2-chloro-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionic acid (96245-13-5)

Guidance literature:

Multi-step reaction with 4 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

4: alkaline hydrolysis

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) → (+/-)-2-chloro-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionic acid (96245-13-5)

Guidance literature:

Multi-step reaction with 4 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

4: alkaline hydrolysis

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:

methyl 2-chloro-3-<4-(1-methylcyclohexylmethoxy)phenyl>propionate

(1-methylcyclohexyl)methanol

4-chlorobenzonitrile

4-(1-Methyl-cyclohexylmethoxy)-phenylamine

Downstream raw materials:

(-)-3-methyl-5(S)-5-<4-(1-methylcyclohexylmethoxy)benzyl>-2,4-thiazolidinedione

methyl (R)-3-(4-((1-methylcyclohexyl)methoxy)phenyl)-2-thiocyanatopropan-oate

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

(-)-(5S)-5-<4-(1-methylcyclohexylmethoxy)benzyl>-2,4-thiazolidinedione