6-Methoxy-alpha-methyl-2-naphthaleneacetaldehyde oxime

Base Information

• Chemical Name: 6-Methoxy-alpha-methyl-2-naphthaleneacetaldehyde oxime
• CAS No.: 27602-76-2
• Molecular Formula: C₁₄H₁₅NO₂
• Molecular Weight: 229.279
• DSSTox Substance ID: DTXSID201226970
• Mol file: 27602-76-2.mol

Synonyms:SCHEMBL4398438;DTXSID201226970;6-Methoxy-alpha-methyl-2-naphthaleneacetaldehyde oxime;27602-76-2

Chemical Property of 6-Methoxy-alpha-methyl-2-naphthaleneacetaldehyde oxime

Chemical Property:

• XLogP3: 3.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 229.110278721
• Heavy Atom Count: 17
• Complexity: 267

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

2-(6-Methoxy-2-naphthyl)propionaldehydeoxime ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C=NO)C1=CC2=C(C=C1)C=C(C=C2)OC
• Uses: 2-(6-Methoxy-2-naphthyl)propionaldehyde oxime, is an impurity of Naproxen (N377525), an anti-inflammatory, analgesic, antipyretic. A non-steroidal anti-inflammatory.

Technology Process of 6-Methoxy-alpha-methyl-2-naphthaleneacetaldehyde oxime

There total 2 articles about 6-Methoxy-alpha-methyl-2-naphthaleneacetaldehyde oxime 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-(6-methoxy-2-naphthyl)propanal (27602-75-1) → 2-(6-methoxy-2-naphthyl)propanal oxime (27602-76-2)

Guidance literature:

With hydroxyammonium sulfate; In water; toluene; iso-butanol; at 82 ℃; Industry scale;

Reference yield:

2-(6-methoxynaphth-2-yl)-1,2-propylene oxide (27602-74-0) → 2-(6-methoxy-2-naphthyl)propanal oxime (27602-76-2)

Guidance literature:

Multi-step reaction with 2 steps

1: silica gel / acetonitrile / 2 h / 70 °C / Inert atmosphere

2: hydroxylamine hydrochloride; potassium hydroxide / water / 1 h / 90 °C / Inert atmosphere

With hydroxylamine hydrochloride; silica gel; potassium hydroxide; In water; acetonitrile;

Reference yield: 73.7%

2-(6-methoxy-2-naphthyl)propanal oxime (27602-76-2) → naproxen (23981-80-8)

Guidance literature:

With potassium hydroxide; at 120 ℃; for 7h; Temperature; Inert atmosphere;

upstream raw materials:

2-(6-methoxy-2-naphthyl)propanal

2-(6-methoxynaphth-2-yl)-1,2-propylene oxide

Downstream raw materials:

D-6-methoxy-α-methyl-2-naphthaleneacetic acid sodium salt

naproxen