4-methoxy-N¹-methyl-N¹-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzene-1,2-diamine

Base Information

• Chemical Name: 4-methoxy-N¹-methyl-N¹-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzene-1,2-diamine
• CAS No.: 259219-25-5
• Molecular Formula: C₂₂H₃₀N₂O
• Molecular Weight: 338.493

Synonyms:4-methoxy-N¹-methyl-N¹-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzene-1,2-diamine

Chemical Property of 4-methoxy-N¹-methyl-N¹-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzene-1,2-diamine

Chemical Property:

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Technology Process of 4-methoxy-N¹-methyl-N¹-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzene-1,2-diamine

There total 4 articles about 4-methoxy-N¹-methyl-N¹-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzene-1,2-diamine 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: 69.0%

(4-methoxy-2-nitro-phenyl)-methyl-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-amine (259219-22-2) → 4-methoxy-N1-methyl-N1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzene-1,2-diamine (259219-25-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; for 3h;

DOI:10.1248/cpb.47.1778

Reference yield:

6-bromo-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene (27452-17-1) → 4-methoxy-N1-methyl-N1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzene-1,2-diamine (259219-25-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 87 percent / K₂CO₃; CuI / xylene / 15.5 h / 150 °C

2.1: NaH / dimethylformamide / 0.5 h

2.2: 100 percent / dimethylformamide / 1.5 h

3.1: 69 percent / H₂ / 10 percent Pd/C / ethanol / 3 h

With copper(l) iodide; hydrogen; sodium hydride; potassium carbonate; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; xylene; 1.1: Substitution / 2.1: Metallation / 2.2: Alkylation / 3.1: Reduction;

DOI:10.1248/cpb.47.1778

Reference yield:

(4-methoxy-2-nitro-phenyl)-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-amine (259219-19-7) → 4-methoxy-N1-methyl-N1-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-benzene-1,2-diamine (259219-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / dimethylformamide / 0.5 h

1.2: 100 percent / dimethylformamide / 1.5 h

2.1: 69 percent / H₂ / 10 percent Pd/C / ethanol / 3 h

With hydrogen; sodium hydride; palladium on activated charcoal; In ethanol; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Alkylation / 2.1: Reduction;

DOI:10.1248/cpb.47.1778

upstream raw materials:

(4-methoxy-2-nitro-phenyl)-methyl-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-amine

6-bromo-1,2,3,4-tetrahydro-1,1,4,4-tetramethylnaphthalene

(4-methoxy-2-nitro-phenyl)-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-amine

4-methoxy-2-nitroaniline

Downstream raw materials:

N-{5-methoxy-2-[methyl-(5,5,8,8-tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-yl)-amino]-phenyl}-terephthalamic acid methyl ester

4-(2-methoxy-5,7,7,10,10-pentamethyl-7,8,9,10-tetrahydro-5H-5,13-diaza-benzo[4,5]cyclohepta[1,2-b]naphthalen-12-yl)-benzoic acid methyl ester

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