4-Ethyl-3,5-dimethoxybenzaldehyde

Base Information

• Chemical Name: 4-Ethyl-3,5-dimethoxybenzaldehyde
• CAS No.: 78025-99-7
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• DSSTox Substance ID: DTXSID90466111
• Nikkaji Number: J303.123C
• Wikidata: Q82292586
• Mol file: 78025-99-7.mol

Synonyms:4-ethyl-3,5-dimethoxybenzaldehyde;78025-99-7;4-ethyl-3,5-dimethoxy-benzaldehyde;SCHEMBL6556526;DTXSID90466111;UJGOCEGHYLGYLV-UHFFFAOYSA-N;A839313

Chemical Property of 4-Ethyl-3,5-dimethoxybenzaldehyde

Chemical Property:

• PSA: 35.53000
• LogP: 2.07870
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 167

Purity/Quality:

97% ^*data from raw suppliers

4-Ethyl-3,5-dimethoxybenzaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1=C(C=C(C=C1OC)C=O)OC

Technology Process of 4-Ethyl-3,5-dimethoxybenzaldehyde

There total 11 articles about 4-Ethyl-3,5-dimethoxybenzaldehyde 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: 75.0%

ethyl bromide (74-96-4) + 3,4,5-trimethoxybenzaldehyde dimethyl acetal (59276-37-8) → 3,5-dimethoxy-4-ethylbenzaldehyde (78025-99-7)

Guidance literature:

With hydrogenchloride; sodium; In tetrahydrofuran; for 53h; Ambient temperature;

DOI:10.1055/s-1990-26861

Reference yield: 70.0%

3,5-dimethoxy-4-ethylbenzonitrile (78025-98-6) → 3,5-dimethoxy-4-ethylbenzaldehyde (78025-99-7)

Guidance literature:

With formic acid; nickel; In water; for 6h; Heating;

DOI:10.1021/jm00140a005

Reference yield: 69.0%

3,4,5-trimethoxybenzaldehyde dimethyl acetal (59276-37-8) + ethyl iodide (75-03-6) → 3,5-dimethoxy-4-ethylbenzaldehyde (78025-99-7)

Guidance literature:

3,4,5-trimethoxybenzaldehyde dimethyl acetal; With sodium; In tetrahydrofuran; at 0 - 20 ℃; for 24h;

ethyl iodide; In tetrahydrofuran; at 20 ℃; for 48h;

With hydrogenchloride; In tetrahydrofuran; water; at 20 ℃; for 0.0833333h; regioselective reaction;

DOI:10.1039/c6ob01678b

upstream raw materials:

ethyl bromide

3,4,5-trimethoxybenzaldehyde dimethyl acetal

3,5-dimethoxy-4-ethylbenzonitrile

5-dimethoxymethyl-2-ethyl-1,3-dimethoxy-benzene

Downstream raw materials:

2,4-diamino-5-(4'-ethyl-3',5'-dimethoxybenzyl)pyrimidine

7-ethoxy-4-(4-ethyl-3,5-dimethoxybenzyl)isoquinolin-8-ol

(+)-O-methylasparvenone

Refernces

• 1、 Lafleur-Lambert, Rapha?l,Boukouvalas, John. "Asymmetric total synthesis of (+)-: O -methylasparvenone, a rare nitrogen-free serotonin 2C receptor antagonist". . p. 8758 - 8763. Retrieved 2016/10/03.
• 2、 Azzena, Ugo,Idini, Maria Vittoria,Pilo, Luciano. "Synthesis of antibiotic stilbenes by reductive metalation of 3,4,5-trimethoxybenzaldehyde dimethyl acetal". . p. 1309 - 1317. Retrieved 2007/10/03.