2-(6-Methoxynaphthalen-2-yl)propanal

Base Information

• Chemical Name: 2-(6-Methoxynaphthalen-2-yl)propanal
• CAS No.: 27602-75-1
• Molecular Formula: C14H14O2
• Molecular Weight: 214.264
• Hs Code.: 2909309090
• European Community (EC) Number: 248-558-6
• DSSTox Substance ID: DTXSID80950271
• Nikkaji Number: J250.549E
• Mol file: 27602-75-1.mol

Synonyms:2-(6-methoxynaphthalen-2-yl)propanal;27602-75-1;EINECS 248-558-6;6-Methoxy-alpha-methylnaphthalen-1-acetaldehyde;SCHEMBL616312;DTXSID80950271;AKOS015258175;2-(6-METHOXY-2-NAPHTHYL)PROPIONALDEHYDE;6-Methoxy-alpha-methyl-2-naphthaleneacetaldehyde;EN300-1829758

Chemical Property of 2-(6-Methoxynaphthalen-2-yl)propanal

Chemical Property:

• Appearance/Colour: light yellow crystal
• Melting Point: 42 °C
• Boiling Point: 356.8 °C at 760 mmHg
• Flash Point: 161.9 °C
• PSA: 26.30000
• Density: 1.099 g/cm³
• LogP: 3.15080
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 214.099379685
• Heavy Atom Count: 16
• Complexity: 239

Purity/Quality:

99% ^*data from raw suppliers

Naproxenal ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C=O)C1=CC2=C(C=C1)C=C(C=C2)OC
• Uses: Naproxenal, is an impurity of Naproxen (N377525), an anti-inflammatory, analgesic, antipyretic. A non-steroidal anti-inflammatory.

Technology Process of 2-(6-Methoxynaphthalen-2-yl)propanal

There total 34 articles about 2-(6-Methoxynaphthalen-2-yl)propanal 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: 97.0%

2-methoxy-6-vinylnapthalene (63444-51-9) → 2-(6-methoxy-2-naphthyl)propanal (27602-75-1)

Guidance literature:

With chloro(1,5-cyclooctadiene)rhodium(I) dimer; sodium 4-dodecylbenzenesulfonate; Sodium; 2-[bis-(2-diphenylphosphanyl-ethyl)-carbamoyl]-benzenesulfonate; In water; toluene; at 60 ℃; under 30003 Torr;

DOI:10.1016/j.cclet.2021.07.068

Reference yield: 96.0%

2-(6-methoxy-2-naphthyl)-propyl alcohol (37414-52-1) → 2-(6-methoxy-2-naphthyl)propanal (27602-75-1)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1002/anie.202105721

Reference yield: 87.0%

carbon monoxide (201230-82-2) + 2-methoxy-6-vinylnapthalene (63444-51-9) → 2-(6-methoxy-2-naphthyl)propanal (27602-75-1)

Guidance literature:

With 1,3-bis-(diphenylphosphino)propane; hydrogen; copper(l) cyanide; sodium t-butanolate; In toluene; at 100 ℃; for 20h; under 22502.3 Torr; regioselective reaction;

DOI:10.1039/d1sc05474k

upstream raw materials:

3-(6-methoxy-naphthalen-2-yl)-3-methyl-oxiranecarboxylic acid ethyl ester

2-(6-methoxy-2-naphthyl)-propyl alcohol

carbon monoxide

2-methoxy-6-vinylnapthalene

Downstream raw materials:

2-methoxy-6-(1-methylethyl)naphthalene

(1R,2S,3S)-1-Methoxy-3-(6-methoxy-naphthalen-2-yl)-1-phenylsulfanyl-butan-2-ol

(1S,2S,3S)-1-Methoxy-3-(6-methoxy-naphthalen-2-yl)-1-phenylsulfanyl-butan-2-ol

(1R,2R,3S)-1-Methoxy-3-(6-methoxy-naphthalen-2-yl)-1-phenylsulfanyl-butan-2-ol

Refernces

• 1、 -. "New process for synthesizing racemic naproxen based on Heck coupling". . . Retrieved 2021/08/06.
• 2、 Chen, Fen-Er,Gao, Peng,Ke, Miaolin,Liang, Guanfeng,Ru, Tong. "Synthesis of rac-ɑ-aryl propionaldehydes via branched-selective hydroformylation of terminal arylalkenes using water-soluble Rh-PNP catalyst". . . Retrieved 2021/08/26.