1-Methoxynaphthalen-2-ol

Base Information

• Chemical Name: 1-Methoxynaphthalen-2-ol
• CAS No.: 18515-10-1
• Molecular Formula: C11H10O2
• Molecular Weight: 174.199
• DSSTox Substance ID: DTXSID70451646
• Wikidata: Q82271760
• Mol file: 18515-10-1.mol

Synonyms:1-methoxynaphthalen-2-ol;18515-10-1;2-Hydroxy1-methoxynaphthalene;1-methoxy-2-naphthol;SCHEMBL3818138;DTXSID70451646;AKOS022638872;FT-0731147;EN300-233427;Z2235409306

Chemical Property of 1-Methoxynaphthalen-2-ol

Chemical Property:

• PSA: 29.46000
• LogP: 2.55400
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 174.068079557
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

99% ^*data from raw suppliers

1-methoxynaphthalen-2-ol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC2=CC=CC=C21)O

Technology Process of 1-Methoxynaphthalen-2-ol

There total 19 articles about 1-Methoxynaphthalen-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: 86.0%

methanol (67-56-1) + 1-diazo-2(1H)naphthalenone (773-90-0,860253-14-1) → 1-methoxy-2-hydroxynaphthalene (18515-10-1)

Guidance literature:

With dirhodium tetraacetate; In benzene; at 60 ℃; for 3h; Inert atmosphere; Molecular sieve;

DOI:10.1016/j.tetlet.2017.07.084

Reference yield: 86.0%

1,1-dimethoxy-1,2-dihydronaphthalen-2-one (72054-95-6) + (1R,5S)-methyl 2,6,6-trimethyl-4-oxobicyclo[3.1.1]hept-2-ene-3-carboxylate (188584-97-6) → 1-methoxy-2-hydroxynaphthalene (18515-10-1) + (9S,11R)-7-hydroxy-5,5-dimethoxy-10,10-dimethyl-10,11-dihydro-9,11-methanotetraphene-6,8(5H,9H)-dione

Guidance literature:

With lithium hexamethyldisilazane; In toluene; at 0 ℃; for 2h; regioselective reaction; Reflux;

DOI:10.1002/anie.201914657

Reference yield: 75.0%

1,1-dimethoxy-1,2-dihydronaphthalen-2-one (72054-95-6) + methyl 3,4,4-trimethyl-1-oxo-1,4-dihydronaphthalene-2-carboxylate → 1-methoxy-2-hydroxynaphthalene (18515-10-1) + 7-hydroxy-5,5-dimethoxy-13,13-dimethylbenzo[a]tetracene-6,8(5H,13H)-dione

Guidance literature:

With lithium hexamethyldisilazane; In toluene; at 0 ℃; for 6h; regioselective reaction; Reflux;

DOI:10.1002/anie.201914657

upstream raw materials:

1-diazo-2(1H)naphthalenone

1,2-Dihydroxynaphthalene

dimethyl sulfate

1-methoxy-2-p-nitrobenzoyloxynaphthalene

Downstream raw materials:

(E)-o-carboxycinnamic acid

1-methoxy-2-(2-tosyloxyethoxy)naphthalene