2-(Aminomethyl)-5-methoxyphenol

Base Information

• Chemical Name: 2-(Aminomethyl)-5-methoxyphenol
• CAS No.: 164515-08-6
• Molecular Formula: C8H11 N O2
• Molecular Weight: 153.181
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID70405043
• Wikidata: Q27461244
• Mol file: 164515-08-6.mol

Synonyms:2-(aminomethyl)-5-methoxyphenol;164515-08-6;2-HYDROXY-4-METHOXYBENZYLAMINE;Phenol, 2-(aminomethyl)-5-methoxy-;1-METHYLAMINE-2-HYDROXY-4-METHOXY-BENZENE;SCHEMBL639120;DTXSID70405043;AKOS010521776;MB05065;CS-0302506;FT-0707989;EN300-194460;Q27461244

Chemical Property of 2-(Aminomethyl)-5-methoxyphenol

Chemical Property:

• Melting Point: 253-254 °C(Solv: N,N-dimethylformamide (68-12-2))
• Boiling Point: 305.0±27.0 °C(Predicted)
• PKA: 8.17±0.40(Predicted)
• PSA: 55.48000
• Density: 1.161±0.06 g/cm3(Predicted)
• LogP: 1.55980
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 153.078978594
• Heavy Atom Count: 11
• Complexity: 119

Purity/Quality:

99%min ^*data from raw suppliers

2-Hydroxy-4-methoxybenzylamine 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-(Aminomethyl)-5-methoxyphenol

There total 3 articles about 2-(Aminomethyl)-5-methoxyphenol 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: 83.0%

2-hydroxy-4-methoxybenzaldehyde oxime (17861-16-4) → 2-(aminomethyl)-5-methoxyphenol (164515-08-6)

Guidance literature:

With hydrogenchloride; 5%-palladium/activated carbon; hydrogen; In ethanol; water; for 12h; under 760.051 Torr;

DOI:10.1021/ol203364b

Reference yield:

NH3 -solution + 1-[4-((E)-4-methoxyl-2-hydroxybenzylidene)]oxime (155912-26-8) → 2-(aminomethyl)-5-methoxyphenol (164515-08-6)

Guidance literature:

With formic acid; palladium on charcoal; In methanol;

Reference yield:

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → 2-(aminomethyl)-5-methoxyphenol (164515-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydroxylamine hydrochloride; sodium hydroxide / ethanol; water / 0 - 20 °C

2: hydrogenchloride; 5%-palladium/activated carbon; hydrogen / ethanol; water / 12 h / 760.05 Torr

With hydrogenchloride; 5%-palladium/activated carbon; hydroxylamine hydrochloride; hydrogen; sodium hydroxide; In ethanol; water;

DOI:10.1021/ol203364b

upstream raw materials:

1-[4-((E)-4-methoxyl-2-hydroxybenzylidene)]oxime

2-Hydroxy-4-methoxybenzaldehyde

2-hydroxy-4-methoxybenzaldehyde oxime

Downstream raw materials:

1-tert-butyl 2-methyl 5-hydroxy-4-(2-hydroxy-4-methoxybenzyl)-5,6-dihydropyrazine-1,2(4H)-dicarboxylate

Refernces

• 1、 Gigant, Nicolas,Claveau, Elise,Bouyssou, Pascal,Gillaizeau, Isabelle. "Diversity-oriented synthesis of polycyclic diazinic scaffolds". . p. 844 - 847. Retrieved 2012/03/26.