N-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenyl]-terephthalamic acid methyl ester

Base Information

• Chemical Name: N-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenyl]-terephthalamic acid methyl ester
• CAS No.: 188845-42-3
• Molecular Formula: C₃₀H₃₃NO₃
• Molecular Weight: 455.597

Synonyms:N-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenyl]-terephthalamic acid methyl ester

Chemical Property of N-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenyl]-terephthalamic acid methyl ester

Chemical Property:

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Technology Process of N-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenyl]-terephthalamic acid methyl ester

There total 5 articles about N-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenyl]-terephthalamic acid methyl ester 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: 84.0%

4-Methoxycarbonylbenzoyl chloride (7377-26-6) + 2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenylamine (188845-41-2) → N-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenyl]-terephthalamic acid methyl ester (188845-42-3)

Guidance literature:

With pyridine; In benzene; for 1.5h;

DOI:10.1021/jm9704309

Reference yield:

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene (6683-46-1) → N-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenyl]-terephthalamic acid methyl ester (188845-42-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 42 percent / AlCl₃ / CH₂Cl₂ / 1.5 h / Heating

2: Fe, aq. HCl / ethanol / 0.25 h / Heating

3: 54 percent / LiAlH₄ / diethyl ether / 19 h / Heating

4: 84 percent / pyridine / benzene / 1.5 h

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; aluminium trichloride; iron; In diethyl ether; ethanol; dichloromethane; benzene;

DOI:10.1021/jm9704309

Reference yield:

2-nitrobenzyl chloride (610-14-0) → N-[2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenyl]-terephthalamic acid methyl ester (188845-42-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 42 percent / AlCl₃ / CH₂Cl₂ / 1.5 h / Heating

2: Fe, aq. HCl / ethanol / 0.25 h / Heating

3: 54 percent / LiAlH₄ / diethyl ether / 19 h / Heating

4: 84 percent / pyridine / benzene / 1.5 h

With pyridine; hydrogenchloride; lithium aluminium tetrahydride; aluminium trichloride; iron; In diethyl ether; ethanol; dichloromethane; benzene;

DOI:10.1021/jm9704309

upstream raw materials:

4-Methoxycarbonylbenzoyl chloride

2-(5,5,8,8-Tetramethyl-5,6,7,8-tetrahydro-naphthalen-2-ylmethyl)-phenylamine

1,1,4,4-Tetramethyl-1,2,3,4-tetrahydro-naphthalene

2-nitrobenzyl chloride

Downstream raw materials:

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

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