3-[(Dimethylamino)methyl]-4-hydroxybenzaldehyde

Base Information

• Chemical Name: 3-[(Dimethylamino)methyl]-4-hydroxybenzaldehyde
• CAS No.: 116546-04-4
• Molecular Formula: C10H13NO2
• Molecular Weight: 179.219
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID20389809
• Mol file: 116546-04-4.mol

Synonyms:3-[(dimethylamino)methyl]-4-hydroxybenzaldehyde;116546-04-4;3-Dimethylaminomethyl-4-hydroxy-benzaldehyde;3-((Dimethylamino)methyl)-4-hydroxybenzaldehyde;Benzaldehyde, 3-[(dimethylamino)methyl]-4-hydroxy-;SCHEMBL7291558;DTXSID20389809;MFCD07186317;AKOS000300609;BS-35620;CS-0208462;FT-0714740;EN300-755175;3-[(Dimethylamino)methyl]-4-hydroxybenzaldehyde, AldrichCPR

Chemical Property of 3-[(Dimethylamino)methyl]-4-hydroxybenzaldehyde

Chemical Property:

• Vapor Pressure: 0.0022mmHg at 25°C
• Boiling Point: 280.6oC at 760 mmHg
• PKA: 6.42±0.48(Predicted)
• Flash Point: 123.5oC
• PSA: 40.54000
• Density: 1.148g/cm3
• LogP: 1.26630
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 179.094628657
• Heavy Atom Count: 13
• Complexity: 170

Purity/Quality:

98%Min ^*data from raw suppliers

3-[(Dimethylamino)methyl]-4-hydroxybenzaldehyde ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC1=C(C=CC(=C1)C=O)O

Technology Process of 3-[(Dimethylamino)methyl]-4-hydroxybenzaldehyde

There total 4 articles about 3-[(Dimethylamino)methyl]-4-hydroxybenzaldehyde 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%

eschenmoser's salt (33797-51-2) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 3-<(dimethylamino)methyl>-4-hydroxybenzaldehyde (116546-04-4)

Guidance literature:

With potassium carbonate; In dichloromethane;

DOI:10.1039/b205793j

Reference yield: 60.0%

4-cyano-3-<(dimethylamino)methyl>phenol (79663-61-9) → 3-<(dimethylamino)methyl>-4-hydroxybenzaldehyde (116546-04-4)

Guidance literature:

With formic acid; nickel; for 3h; Ambient temperature;

DOI:10.1021/jm00038a010

Reference yield: 39.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 4-hydroxy-benzaldehyde (123-08-0,65581-83-1) + dimethyl amine (124-40-3) → 3-<(dimethylamino)methyl>-4-hydroxybenzaldehyde (116546-04-4)

Guidance literature:

In methanol; water; at 50 ℃;

DOI:10.1016/j.bmcl.2012.12.098

upstream raw materials:

4-cyano-3-<(dimethylamino)methyl>phenol

eschenmoser's salt

4-hydroxy-benzaldehyde

4-cyanophenol

Downstream raw materials:

{2-hydroxy-5-[7-(4-hydroxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl]phenyl}-N,N,N-trimethylmethanaminium iodide

1,5-bis(3-((dimethylamino)methyl)-4-hydroxyphenyl)penta-1,4-dien-3-one

(1E,4Z,6E)-7-(4-chlorophenyl)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxyhepta-1,4,6-trien-3-one

(1E,4Z,6E)-1-{3-[(dimethylamino)methyl]-4-hydroxyphenyl}-5-hydroxy-7-(3-hydroxyphenyl)hepta-1,4,6-trien-3-one

Refernces

• 1、 Fang, Lei,Gou, Shaohua,Liu, Xuying,Cao, Feng,Cheng, Lin. "Design, synthesis and anti-Alzheimer properties of dimethylaminomethyl- substituted curcumin derivatives". . p. 40 - 43. Retrieved 2014/01/17.
• 2、 Harada, Koichiro,Kubo, Hideki,Abe, Jun,Haneta, Mari,Conception, Arnel,Inoue, Shinichi,Okada, Satoshi,Nishioka, Kazuhiko. "Discovery of potent and orally bioavailable 17β-hydroxysteroid dehydrogenase type 3 inhibitors". experimental part. p. 3242 - 3254. Retrieved 2012/07/27.