8-Methoxy-3-methylnaphthalen-1-ol

Base Information

• Chemical Name: 8-Methoxy-3-methylnaphthalen-1-ol
• CAS No.: 22273-56-9
• Molecular Formula: C12H12O2
• Molecular Weight: 188.226
• ChEMBL ID: CHEMBL2071228
• DSSTox Substance ID: DTXSID00463318
• Metabolomics Workbench ID: 126689
• Nikkaji Number: J1.187.115A
• Wikidata: Q82288175
• Mol file: 22273-56-9.mol

Synonyms:8-methoxy-3-methylnaphthalen-1-ol;22273-56-9;CHEMBL2071228;DTXSID00463318;1-hydroxy-8-methoxy-3-methylnaphthalene

Chemical Property of 8-Methoxy-3-methylnaphthalen-1-ol

Chemical Property:

• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 188.083729621
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C(=CC=C2)OC)C(=C1)O

Technology Process of 8-Methoxy-3-methylnaphthalen-1-ol

There total 1 articles about 8-Methoxy-3-methylnaphthalen-1-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:

N,N-dimethylamino-3,3-diethylacrylamide (5411-63-2) + 2-bromoanisole (578-57-4) → 4-hydroxy-5-methoxy-2-methyl-naphthalene (22273-56-9) + N,N-diethyl-2-isopropenyl-2-(3'-methoxyphenyl)acetamide (106914-38-9)

Guidance literature:

With lithium cyclohexylisopropylamide; Product distribution; multistep reaction: 1) THF, hexane, -78 deg C, 1 h; 2) THF, -20 deg C, thenn room temp., overnight. Investigation of different reagents and compounds;

DOI:10.1248/cpb.34.2810

Reference yield: 69.0%

4-hydroxy-5-methoxy-2-methyl-naphthalene (22273-56-9) → 2-methyl-5-methoxy-1,4-naphthoquinone (22266-99-5)

Guidance literature:

With salcomine; oxygen; In N,N-dimethyl-formamide; for 3h; Ambient temperature;

DOI:10.1248/cpb.34.2810

Reference yield: 67.0%

4-[(1,3)-dioxolan-2-yl]-2,6-dimethoxyphenyl lead triacetate + 4-hydroxy-5-methoxy-2-methyl-naphthalene (22273-56-9) → 3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde (403706-08-1)

Guidance literature:

4-[(1,3)-dioxolan-2-yl]-2,6-dimethoxyphenyl lead triacetate; 4-hydroxy-5-methoxy-2-methyl-naphthalene; With pyridine; In dichloromethane; at 20 ℃; for 24h;

With hydrogenchloride; for 1h;

DOI:10.1021/jo0611364

upstream raw materials:

N,N-dimethylamino-3,3-diethylacrylamide

2-bromoanisole

Downstream raw materials:

2-methyl-5-methoxy-1,4-naphthoquinone

8-methoxy-3-methyl-1,2-naphthoquinone

2-(4-[1,3]dioxolan-2-yl-2,6-dimethoxy-phenyl)-8-methoxy-3-methyl-naphthalen-1-ol

3,5-dimethoxy-4-(1-hydroxy-8-methoxy-3-methylnaphthalen-2-yl)benzaldehyde

Refernces