6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-ol

Base Information

• Chemical Name: 6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-ol
• CAS No.: 1447-87-6
• Molecular Formula: C11H14 O2
• Molecular Weight: 178.23
• Hs Code.: 2909499000
• European Community (EC) Number: 856-565-6
• DSSTox Substance ID: DTXSID40516276
• Nikkaji Number: J1.077.624D
• Mol file: 1447-87-6.mol

Synonyms:1447-87-6;6-methoxy-1,2,3,4-tetrahydronaphthalen-2-ol;6-METHOXY-1,2,3,4-TETRAHYDRO-NAPHTHALEN-2-OL;2-NAPHTHALENOL, 1,2,3,4-TETRAHYDRO-6-METHOXY-;SCHEMBL7958191;DTXSID40516276;BAA44787;MFCD04114913;AKOS006293676;AB19238;AT25318;CS-0216111;FT-0743998;EN300-338366;A808277;Z1198164344

Chemical Property of 6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-ol

Chemical Property:

• PSA: 29.46000
• LogP: 1.54480
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 178.099379685
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

97% ^*data from raw suppliers

6-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-ol

There total 10 articles about 6-Methoxy-1,2,3,4-tetrahydronaphthalen-2-ol 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: 93.0%

6-methoxy-2-tetralone (2472-22-2) → 2-hydroxy-6-methoxy-1,2,3,4-tetrahydronaphthalene (1447-87-6)

Guidance literature:

With sodium tetrahydroborate; ethanol; at 20 ℃; Cooling with ice;

DOI:10.1016/j.tetlet.2020.151682

Reference yield: 82.0%

4-(3-methoxyphenyl)-1-butene oxide (1202-38-6) → 2-hydroxy-6-methoxy-1,2,3,4-tetrahydronaphthalene (1447-87-6) + 8-methoxy-1,2,3,4-tetrahydro-2-naphthol (53568-06-2) + 4-(m-methoxyphenyl)butane-1,2-diol (1205-75-0)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 2h; Yield given. Title compound not separated from byproducts; Heating;

DOI:10.1021/jo00163a001

Reference yield: 80.0%

6-Methoxy-2-naphthol (5111-66-0) → 2-hydroxy-6-methoxy-1,2,3,4-tetrahydronaphthalene (1447-87-6)

Guidance literature:

With C₂₁H₂₇ClN₃OPRu⁽¹⁺⁾; potassium tert-butylate; hydrogen; In toluene; at 170 ℃; for 72h; under 33615.5 Torr; Autoclave;

DOI:10.1021/acscatal.7b01316

upstream raw materials:

6-Methoxy-2-naphthol

4-(3-methoxyphenyl)-1-butene oxide

dimethyl sulfate

3-(but-3-enyl)-4-chloroanisole

Downstream raw materials:

6-methoxy-2-(p-toluenesulfonyloxy)-1,2,3,4-tetrahydronaphthalene

5-(6-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-2-phenyl-[1,3]dioxane

2-(4-Methoxy-phenyl)-5-(6-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-[1,3]dioxane

2-amino-6-methoxy-1,2,3,4-tetrahydronaphthalene