2-AMINO-4-METHOXYBENZYL ALCOHOL

Base Information

• Chemical Name: 2-AMINO-4-METHOXYBENZYL ALCOHOL
• CAS No.: 187731-65-3
• Molecular Formula: C8H11 N O2
• Molecular Weight: 153.181
• Hs Code.: 2922509090
• Mol file: 187731-65-3.mol

Synonyms:(2-Amino-4-methoxyphenyl)methanol;

Chemical Property of 2-AMINO-4-METHOXYBENZYL ALCOHOL

Chemical Property:

• Boiling Point: 335.1±27.0 °C(Predicted)
• PKA: 14.28±0.10(Predicted)
• PSA: 55.48000
• Density: 1.182±0.06 g/cm3(Predicted)
• LogP: 1.35090
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98% ^*data from raw suppliers

(2-Amino-4-methoxyphenyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMINO-4-METHOXYBENZYL ALCOHOL

There total 5 articles about 2-AMINO-4-METHOXYBENZYL ALCOHOL 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: 66.0%

4-methoxyanthranilic acid (4294-95-5) → (2-amino-4-methoxyphenyl)methanol (187731-65-3)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 1.66667h; Inert atmosphere;

DOI:10.1016/j.bmc.2012.08.004

Reference yield: 37.0%

(4-methoxy-2-nitro-phenyl)-methanol (22996-23-2) → (2-amino-4-methoxyphenyl)methanol (187731-65-3)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In ethanol; at 20 ℃; for 1h;

DOI:10.1055/s-0036-1588470

Reference yield:

2-nitro-4-methoxybenzoic acid (33844-21-2) → (2-amino-4-methoxyphenyl)methanol (187731-65-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 4-methyl-morpholine / tetrahydrofuran / 0.08 h / -15 °C / Inert atmosphere

2: sodium tetrahydroborate / tetrahydrofuran; water / 0.08 h / -15 °C

3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran / 18 h

With 4-methyl-morpholine; sodium tetrahydroborate; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; water;

DOI:10.1021/jm2008826

upstream raw materials:

(4-methoxy-2-nitro-phenyl)-methanol

2-nitro-4-methoxybenzoic acid

4-methoxy-2-nitro-benzaldehyde

4-methoxyanthranilic acid

Downstream raw materials:

7-methoxy-1,4-dihydro-2H-3,1-benzoxazin-2-one

2-amino-4-methoxybenzaldehyde

7-methoxy-1,2,3,4-tetrahydroquinoline

Refernces

• 1、 Zhou, Yali,Li, Dengke,Tang, Shi,Sun, Hongwei,Huang, Jinbo,Zhu, Qiang. "PhI(OAc)2-mediated dearomative C-N coupling: Facile construction of the spiro[indoline-3,2′-pyrrolidine] skeleton". supporting information. p. 2039 - 2042. Retrieved 2018/03/27.
• 2、 Leth, Lars A.,Glaus, Florian,Meazza, Marta,Fu, Liang,Th?gersen, Mathias K.,Bitsch, Emma A.,J?rgensen, Karl Anker. "Decarboxylative [4+2] Cycloaddition by Synergistic Palladium and Organocatalysis". supporting information. p. 15272 - 15276. Retrieved 2016/12/03.