1-Naphthalenamine, 1,2-dihydro-4-(4-methoxyphenyl)-N-methyl-, hydrochloride

Base Information

• Chemical Name: 1-Naphthalenamine, 1,2-dihydro-4-(4-methoxyphenyl)-N-methyl-, hydrochloride
• CAS No.: 79560-31-9
• Molecular Formula: C18H19NO.ClH
• Molecular Weight: 301.816
• Mol file: 79560-31-9.mol

Synonyms:

Chemical Property of 1-Naphthalenamine, 1,2-dihydro-4-(4-methoxyphenyl)-N-methyl-, hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Naphthalenamine, 1,2-dihydro-4-(4-methoxyphenyl)-N-methyl-, hydrochloride

There total 7 articles about 1-Naphthalenamine, 1,2-dihydro-4-(4-methoxyphenyl)-N-methyl-, hydrochloride 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: 72.0%

N-methyl-4-hydroxy-4-(4-methoxyphenyl)-1,2,3,4-tetrahydro-1-naphthalenamine (79560-29-5,79836-60-5,91743-18-9,91743-19-0) → N-methyl-4-(4-methoxyphenyl)-1,2-dihydro-1-naphthalenamine hydrochloride (79560-31-9)

Guidance literature:

With hydrogenchloride; In diethyl ether;

DOI:10.1021/jm00377a021

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → N-methyl-4-(4-methoxyphenyl)-1,2-dihydro-1-naphthalenamine hydrochloride (79560-31-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) magnesium / 1.) THF, 55 deg C, 2 h, 2.) THF, RT, 16 h

2: 67 percent / toluenesulfonic acid / toluene / 16 h / Heating

3: 92.5 percent / H₂ / 10percent Pd/C / ethanol / 4 h / 2585.7 Torr / Ambient temperature

4: 23 percent / KMnO₄, water / acetone / 80 h / Heating

5: TiCl₄ / tetrahydrofuran / 16 h / Ambient temperature

6: sodium borohydride / ethanol / 1 h / Ambient temperature

7: 72 percent / HCl (gas) / diethyl ether

With hydrogenchloride; sodium tetrahydroborate; potassium permanganate; o-toluenesulfonic acid; water; hydrogen; titanium tetrachloride; magnesium; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; acetone; toluene;

DOI:10.1021/jm00377a021

Reference yield:

4-(3,4-dihydronaphthalen-1-yl)phenyl methyl ether (21855-80-1) → N-methyl-4-(4-methoxyphenyl)-1,2-dihydro-1-naphthalenamine hydrochloride (79560-31-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 92.5 percent / H₂ / 10percent Pd/C / ethanol / 4 h / 2585.7 Torr / Ambient temperature

2: 23 percent / KMnO₄, water / acetone / 80 h / Heating

3: TiCl₄ / tetrahydrofuran / 16 h / Ambient temperature

4: sodium borohydride / ethanol / 1 h / Ambient temperature

5: 72 percent / HCl (gas) / diethyl ether

With hydrogenchloride; sodium tetrahydroborate; potassium permanganate; water; hydrogen; titanium tetrachloride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; ethanol; acetone;

DOI:10.1021/jm00377a021

upstream raw materials:

N-methyl-4-hydroxy-4-(4-methoxyphenyl)-1,2,3,4-tetrahydro-1-naphthalenamine

1-bromo-4-methoxy-benzene

4-(3,4-dihydronaphthalen-1-yl)phenyl methyl ether

1-(4-methoxyphenyl)-1,2,3,4-tetrahydronaphthalene

Downstream raw materials:

cis-N-methyl-4-(methoxyphenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride

trans-N-methyl-4-(methoxyphenyl)-1,2,3,4-tetrahydro-1-naphthalenamine hydrochloride

Refernces

• 1、 -. "ANTIDEPRESSANT DERIVATIVES OF TRANS-4-PHENYL-1,2,3,4-TETRAHYDRO-1-NAPHTHALENAMINE". . . Retrieved 2008/06/13.