5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoic acid

Base Information

Chemical Name:5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoic acid
CAS No.:1617501-39-9
Molecular Formula:C₁₆H₂₂ClNO₃
Molecular Weight:311.809
Hs Code.:

Synonyms:5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoic acid

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Chemical Property of 5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoic acid

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Technology Process of 5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoic acid

There total 6 articles about 5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoic 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: 73.9%

: 1617501-38-8
methyl 5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoate

: 1617501-39-9
5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoic acid

Guidance literature:: With methanol; sodium hydroxide; In tetrahydrofuran; at 20 - 45 ℃; for 2h;

Reference yield:

: 7499-06-1
5-chloro-2-methylbenzoic acid

: 1617501-39-9
5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione / 2 h

2.1: copper(l) iodide; 8-quinolinol; potassium hydroxide / tert-butyl alcohol; dimethyl sulfoxide; water / 24 h / 100 °C / Inert atmosphere

3.1: thionyl chloride / 0.25 h / Cooling with ice

3.2: 20 °C

4.1: caesium carbonate / N,N-dimethyl-formamide / 72 h / 20 - 65 °C / Inert atmosphere

5.1: dichloromethane / 1 h

6.1: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 1 h

7.1: methanol; sodium hydroxide / tetrahydrofuran / 2 h / 20 - 45 °C

With methanol; copper(l) iodide; 8-quinolinol; thionyl chloride; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; sulfuric acid; sodium tris(acetoxy)borohydride; caesium carbonate; acetic acid; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; N,N-dimethyl-formamide; tert-butyl alcohol;

Reference yield:

: 1549275-48-0
5-chloro-3-iodo-2-methylbenzoic acid

: 1617501-39-9
5-chloro-3-(((1r,4r)-4-(dimethylamino)cyclohexyl)oxy)-2-methylbenzoic acid

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide; 8-quinolinol; potassium hydroxide / tert-butyl alcohol; dimethyl sulfoxide; water / 24 h / 100 °C / Inert atmosphere

2.1: thionyl chloride / 0.25 h / Cooling with ice

2.2: 20 °C

3.1: triphenylphosphine; di-isopropyl azodicarboxylate / tetrahydrofuran / 1 h / 55 °C / Sealed tube; Microwave irradiation; Inert atmosphere

4.1: dichloromethane / 1 h

5.1: acetic acid; sodium tris(acetoxy)borohydride / 1,2-dichloro-ethane / 1 h

6.1: methanol; sodium hydroxide / tetrahydrofuran / 2 h / 20 - 45 °C

With methanol; copper(l) iodide; 8-quinolinol; thionyl chloride; di-isopropyl azodicarboxylate; sodium tris(acetoxy)borohydride; acetic acid; triphenylphosphine; potassium hydroxide; sodium hydroxide; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; 1,2-dichloro-ethane; tert-butyl alcohol;