cis-N-methyl-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-naphthylamine

Base Information

• Chemical Name: cis-N-methyl-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-naphthylamine
• CAS No.: 111154-29-1
• Molecular Formula: C₂₂H₂₇NO₄
• Molecular Weight: 369.461
• Mol file: 111154-29-1.mol

Synonyms:

Chemical Property of cis-N-methyl-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-naphthylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-N-methyl-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-naphthylamine

There total 1 articles about cis-N-methyl-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-naphthylamine 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:

2-(3'-isopropoxy-4'-methoxyphenyl)-6,7-methylenedioxy-3,4-dihydronaphtalen-1(2H)-one (115439-11-7) + methylamine (74-89-5) → cis-N-methyl-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-naphthylamine (111154-29-1,115522-61-7)

Guidance literature:

With sodium tetrahydroborate; titanium tetrachloride; Yield given. Multistep reaction; 1.) CHCl₃, room temp., 2.5 h, reflux, 30 min; 2.) MeOH, room temp., 1.5 h;

DOI:10.1248/cpb.35.2717

Reference yield: 83.0%

chloral (75-87-6) + cis-N-methyl-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-naphthylamine (111154-29-1,115522-61-7) → cis-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylendioxy-1-(N-methylformamido)-1,2,3,4-tetrahydronaphthalene (111154-31-5,115522-71-9)

Guidance literature:

In chloroform; for 6h; Heating;

DOI:10.1248/cpb.35.2717

Reference yield:

cis-N-methyl-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylenedioxy-1,2,3,4-tetrahydro-1-naphthylamine (111154-29-1,115522-61-7) → 2-(3-hydroxy-4-methoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene (111154-41-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 83 percent / CHCl₃ / 6 h / Heating

2: 82.6 percent / 2,3- dichloro-5,6-dicyano-p-benzoquinone (DDQ) / benzene / 1.17 h / Heating

3: 83.2 percent / cc. sulfuric acid (H₂SO₄) / acetic acid / 1.17 h / 100 °C

With sulfuric acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In chloroform; acetic acid; benzene;

DOI:10.1248/cpb.35.2717

upstream raw materials:

2-(3'-isopropoxy-4'-methoxyphenyl)-6,7-methylenedioxy-3,4-dihydronaphtalen-1(2H)-one

methylamine

Downstream raw materials:

cis-2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylendioxy-1-(N-methylformamido)-1,2,3,4-tetrahydronaphthalene

2-(3-hydroxy-4-methoxyphenyl)-6,7-methylenedioxy-1-(N-methylformamido)naphthalene

2-(3-isopropoxy-4-methoxyphenyl)-6,7-methylendioxy-1-(N-methylformamido)naphthalene