7-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

Base Information

• Chemical Name: 7-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid
• CAS No.: 24833-31-6
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.241
• European Community (EC) Number: 689-213-3
• DSSTox Substance ID: DTXSID50563372
• Nikkaji Number: J1.507.825A
• Mol file: 24833-31-6.mol

Synonyms:24833-31-6;7-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid;7-METHOXY-1,2,3,4-TETRAHYDRO-NAPHTHALENE-2-CARBOXYLIC ACID;SCHEMBL345882;AMY7820;DTXSID50563372;ZDULJHJAQFHUJX-UHFFFAOYSA-N;2-Naphthalenecarboxylic acid, 1,2,3,4-tetrahydro-7-methoxy-;MFCD10687189;AKOS017555160;AS-37955;CS-0200130;EN300-304650;A919260;7-methoxy-1,2,3,4-tetrahydronaphthalen-2-carboxylic acid;7-methoxy-1,2,3,4tetrahydronaphthalene-2-carboxylic acid;7-methoxy-1, 2, 3, 4-tetrahydronaphthalene-2-carboxylic acid;7-METHOXY-1,2,3,4-TETRAHYDRO-NAPHTHALENE-2-CARBOXYLICACID

Chemical Property of 7-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

97% ^*data from raw suppliers

7-Methoxy-1,2,3,4-tetrahydro-naphthalene-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(CCC(C2)C(=O)O)C=C1

Technology Process of 7-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

There total 7 articles about 7-Methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid 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: 91.0%

methyl 1,2,3,4-tetrahydro-7-methoxy-2-naphthalenecarboxylate (65844-56-6) → 1,2,3,4-tetrahydro-7-methoxy-2-naphthalenecarboxylic acid (24833-31-6)

Guidance literature:

methyl 1,2,3,4-tetrahydro-7-methoxy-2-naphthalenecarboxylate; With methanol; sodium hydroxide; water; for 3h;

With hydrogenchloride; water; pH=1;

Reference yield: 88.0%

7-methoxy-4-oxo-1,2,3,4-tetrahydro-2-naphthoic acid (20940-76-5) → 1,2,3,4-tetrahydro-7-methoxy-2-naphthalenecarboxylic acid (24833-31-6)

Guidance literature:

With sulfuric acid; hydrogen; palladium on activated charcoal; In acetic acid; at 80 ℃; for 12h;

DOI:10.1248/cpb.49.340

Reference yield:

2-(3-methoxybenzyl)succinic acid (20940-75-4) → 1,2,3,4-tetrahydro-7-methoxy-2-naphthalenecarboxylic acid (24833-31-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethyl acetate / 1 h / Heating

1.2: AlCl₃ / chlorobenzene / 2 h / 20 °C

2.1: 88 percent / H₂; H₂SO₄ / 10 percent Pd/C / acetic acid / 12 h / 80 °C

With sulfuric acid; hydrogen; palladium on activated charcoal; In acetic acid; ethyl acetate; 1.2: Friedel-Crafts reaction;

DOI:10.1248/cpb.49.340

upstream raw materials:

7-methoxy-4-oxo-1,2,3,4-tetrahydro-2-naphthoic acid

2-(3-methoxybenzyl)succinic acid

2-[1-(3-Methoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester

3-methoxy-benzaldehyde

Downstream raw materials:

7-hydroxy-1,2,3,4-tetrahydronaphthalene-2-carboxylic acid

N-[4-chloro-3-(trifluoromethyl)phenyl]-7-methoxy-1,2,3,4-tetrahydronaphthalene-2-carboxamide