(4-Amino-3-methoxyphenyl)methanol

Base Information

• Chemical Name: (4-Amino-3-methoxyphenyl)methanol
• CAS No.: 148459-54-5
• Molecular Formula: C8H11NO2
• Molecular Weight: 153.181
• Hs Code.: 2922509090
• European Community (EC) Number: 694-873-0
• DSSTox Substance ID: DTXSID40697670
• Wikidata: Q72438844
• Mol file: 148459-54-5.mol

Synonyms:(4-AMINO-3-METHOXYPHENYL)METHANOL;148459-54-5;Benzenemethanol, 4-amino-3-methoxy-;4-AMINO-3-METHOXYBENZYL ALCOHOL;MFCD08236863;SCHEMBL4096678;4-amino-3-methoxyphenyl methanol;DTXSID40697670;RVYSKGNWKIIUIF-UHFFFAOYSA-N;YFA45954;AKOS006285767;[4-amino-3-(methyloxy)phenyl]methanol;AB44207;AM84450;CS-W006326;DS-14536;SY102854;FT-0696115;F20106;A884353;(R)-1-N-BOC-4-N-BOC-PIPERAZINE-2-CARBOXYLICACID

Chemical Property of (4-Amino-3-methoxyphenyl)methanol

Chemical Property:

• Boiling Point: 312.3±27.0 °C at 760 mmHg
• Flash Point: 142.7±23.7 °C
• PSA: 55.48000
• Density: 1.2±0.1 g/cm³
• LogP: 1.35090
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 0.5
• 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:

97% ^*data from raw suppliers

(4-Amino-3-methoxyphenyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=CC(=C1)CO)N
• Uses: (4-Amino-3-methoxyphenyl)methanol is a key intermediate in cyclotriveratrylene chemistry.

Technology Process of (4-Amino-3-methoxyphenyl)methanol

There total 3 articles about (4-Amino-3-methoxyphenyl)methanol 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: 98.0%

(3-methoxy-4-nitrophenyl)methanol (80866-88-2) → (4-amino-3-methoxyphenyl)methanol (148459-54-5)

Guidance literature:

With hydrazine hydrate; palladium on activated charcoal; In methanol; for 1.75h; Heating;

Reference yield:

methyl 3-methoxy-4-aminobenzoate (41608-64-4) → (4-amino-3-methoxyphenyl)methanol (148459-54-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2010.12.020

Reference yield:

3-methoxy-4-nitrobenzoic acid (5081-36-7) → (4-amino-3-methoxyphenyl)methanol (148459-54-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate; boron trifluoride diethyl etherate / tetrahydrofuran / 0 - 20 °C

2: hydrogen / Raney nickel / methanol / 16 h / 20 °C

With sodium tetrahydroborate; boron trifluoride diethyl etherate; hydrogen; Raney nickel; In tetrahydrofuran; methanol;

upstream raw materials:

(3-methoxy-4-nitrophenyl)methanol

methyl 3-methoxy-4-aminobenzoate

3-methoxy-4-nitrobenzoic acid

Downstream raw materials:

4-amino-3-methoxybenzaldehyde

2-(2,6-dichlorobenzyl)-4-(4-(hydroxymethyl)-2-methoxyphenylamino)-1,6-naphthyridin-5(6H)-one

4-(2-(2,6-dichlorobenzyl)-5-oxo-5,6-dihydro-1,6-naphthyridin-4-ylamino)-3-methoxybenzoic acid

4-{[2-(2,6-dichlorobenzyl)-5-oxo-5,6-dihydro-1,6-naphthyridin-4-yl]amino}-3-methoxy-N-[3-(morpholin-4-yl)propyl]benzamide