2-(4-Methoxybenzylidene)-1-tetralone

Base Information

• Chemical Name: 2-(4-Methoxybenzylidene)-1-tetralone
• CAS No.: 49629-37-0
• Molecular Formula: C18H16O2
• Molecular Weight: 264.324
• DSSTox Substance ID: DTXSID901179471
• ChEMBL ID: CHEMBL1905124
• Mol file: 49629-37-0.mol

Synonyms:MLS003389148;SMR002048822;Maybridge1_007360;2-p-anisylidenetetralin-1-one;cid_367209;SCHEMBL3135832;CHEMBL1905124;BDBM97363;2-[(4-methoxyphenyl)methylidene]-3,4-dihydronaphthalen-1-one;DTXSID901179471;AKOS030691960;3,4-Dihydro-2-[(4-methoxyphenyl)methylene]-1(2H)-naphthalenone

Chemical Property of 2-(4-Methoxybenzylidene)-1-tetralone

Chemical Property:

• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 264.115029749
• Heavy Atom Count: 20
• Complexity: 377

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-(4-METHOXYBENZYLIDENE)-1-TETRALONE AldrichCPR ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=C2CCC3=CC=CC=C3C2=O

Technology Process of 2-(4-Methoxybenzylidene)-1-tetralone

There total 10 articles about 2-(4-Methoxybenzylidene)-1-tetralone 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: 96.8%

4-methoxy-benzaldehyde (123-11-5) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → 2-(4-methoxybenzylidene)-1-tetralone (49629-37-0,59082-39-2,59120-87-5)

Guidance literature:

With potassium hydroxide; In ethanol; at 20 ℃; for 4h;

DOI:10.1021/jm901004c

Reference yield: 96.0%

4-methoxy-benzaldehyde (123-11-5) + 3,4-dihydronaphthalene-1(2H)-one (529-34-0) → (E)-2-(4-methoxybenzylidene)-3,4-dihydro-2H-naphthalen-1-one (49629-37-0)

Guidance literature:

With toluene-4-sulfonic acid; for 0.0166667h; microwave irradiation;

Reference yield: 83.0%

3,4-dihydronaphthalen-1(2H)-one-2,2-d2 (14397-61-6) + 4-Methoxybenzyl alcohol (105-13-5) → (E)-2-(4-methoxybenzylidene)-3,4-dihydro-2H-naphthalen-1-one (49629-37-0)

Guidance literature:

With 1,10-Phenanthroline; iron(II) acetate; sodium t-butanolate; In toluene; at 110 ℃; for 12h; Schlenk technique; Sealed tube; Inert atmosphere;

DOI:10.3390/molecules25071590

upstream raw materials:

4-methoxy-benzaldehyde

3,4-dihydronaphthalene-1(2H)-one

4-Methoxybenzyl alcohol

tetralin

Downstream raw materials:

4-(4-Methoxy-phenyl)-3-phenyl-5,6-dihydro-benzo[h]quinoline

4-(4-Methoxy-phenyl)-3-phenyl-5,6-dihydro-1H-benzo[h]quinolin-2-one

9-(4-chlorophenyl)-7-(4-methoxyphenyl)-6,7-dihydro-5H-benzo[h]thiazolo[2,3-b]quinazoline

9-(4-chlorophenyl)-7-(4-methoxyphenyl)-6,7-dihydro-5H-benzo[h]thiazolo[2,3-b]quinazoline

Refernces

• 1、 Caleffi, Guilherme S.,Brum, Juliana De O. C.,Costa, Angela T.,Domingos, Jorge L. O.,Costa, Paulo R. R.. "Asymmetric Transfer Hydrogenation of Arylidene-Substituted Chromanones and Tetralones Catalyzed by Noyori-Ikariya Ru(II) Complexes: One-Pot Reduction of C═C and C═O bonds". supporting information. p. 4849 - 4858. Retrieved 2021/04/06.
• 2、 ?rfi, László,Bagóné Vántus, Viola,Garai, János,Garami, András,Jakus, Péter Balázs,Kéringer, Patrik,Kovács, Dominika,Krekó, Marcell,Lóránd, Tamás,Radnai, Balázs,Rumbus, Zoltán,Vámos, Eszter. "Tetralone derivatives are MIF tautomerase inhibitors and attenuate macrophage activation and amplify the hypothermic response in endotoxemic mice". . p. 1357 - 1369. Retrieved 2021/07/22.