Methyl 8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

Base Information

• Chemical Name: Methyl 8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate
• CAS No.: 83781-72-0
• Molecular Formula: C₁₃H₁₆O₃
• Molecular Weight: 220.268
• DSSTox Substance ID: DTXSID90516680
• Nikkaji Number: J1.832.698A

Synonyms:Methyl 8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate;83781-72-0;(2R)-8-Methoxy-1,2,3,4-Tetrahydronaphthalene-2-carcoxylic acid methyl ester;1184173-30-5;methyl (2R)-8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate;methyl (2S)-8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate;SCHEMBL5835471;DTXSID90516680;BVLOJNBCUHLPPP-UHFFFAOYSA-N;Methyl8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate;methyl 8-methoxy-1,2,3,4-tetrahydro-2-naphthoate;8-methoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid methyl ester

Chemical Property of Methyl 8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 220.109944368
• Heavy Atom Count: 16
• Complexity: 252

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC2=C1CC(CC2)C(=O)OC

Technology Process of Methyl 8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate

There total 2 articles about Methyl 8-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylate 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-((trimethylsilyl)methyl)-6-methoxybenzyl>trimethylammonium iodide (83781-49-1) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 2-carbomethoxy-5-methoxy-1,2,3,4-tetrahydronaphthalene (83781-71-9) + 3-carbomethoxy-5-methoxy-1,2,3,4-tetrahydronaphthalene (83781-72-0)

Guidance literature:

With cesium fluoride; In acetonitrile; for 1h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1021/ja00390a036

Reference yield:

2,3-bisbromomethylanisole (71785-96-1) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 2-carbomethoxy-5-methoxy-1,2,3,4-tetrahydronaphthalene (83781-71-9) + 3-carbomethoxy-5-methoxy-1,2,3,4-tetrahydronaphthalene (83781-72-0)

Guidance literature:

With ammonium nitrate; In methanol; at 25 ℃; Title compound not separated from byproducts; Electrochemical reaction;

DOI:10.1246/bcsj.75.2693

Reference yield: 77.0%

3-carbomethoxy-5-methoxy-1,2,3,4-tetrahydronaphthalene (83781-72-0) → 8-hydroxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid (53568-11-9)

Guidance literature:

With boron tribromide; In dichloromethane; at -78 ℃; for 3h;

upstream raw materials:

<2-((trimethylsilyl)methyl)-6-methoxybenzyl>trimethylammonium iodide

acrylic acid methyl ester

2,3-bisbromomethylanisole

Downstream raw materials:

2-isobutoxycarbonylamino-8-methoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid tert-butyl ester

8-hydroxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylic acid

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