4-(2-Aminoethoxy)-2-hydroxybenzoic acid

Base Information

• Chemical Name: 4-(2-Aminoethoxy)-2-hydroxybenzoic acid
• CAS No.: 300576-61-8
• Molecular Formula: C₉H₁₁NO₄
• Molecular Weight: 197.191
• DSSTox Substance ID: DTXSID901277629
• Nikkaji Number: J1.374.811J
• Mol file: 300576-61-8.mol

Synonyms:SCHEMBL7035557;DTXSID901277629;300576-61-8;4-(2-aminoethoxy)-2-hydroxybenzoic acid

Chemical Property of 4-(2-Aminoethoxy)-2-hydroxybenzoic acid

Chemical Property:

• XLogP3: -1.3
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 197.06880783
• Heavy Atom Count: 14
• Complexity: 197

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C=C1OCCN)O)C(=O)O

Technology Process of 4-(2-Aminoethoxy)-2-hydroxybenzoic acid

There total 3 articles about 4-(2-Aminoethoxy)-2-hydroxybenzoic acid 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:

4-(2-tert-butoxycarbonylamino-ethoxy)-2-hydroxy-benzoic acid (247127-73-7) → 4-(2-amino-ethoxy)-2-hydroxy-benzoic acid (300576-61-8)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 6h;

DOI:10.1016/S0960-894X(00)00319-X

Reference yield:

methyl 2,4-dihydroxybenzoate (2150-47-2) → 4-(2-amino-ethoxy)-2-hydroxy-benzoic acid (300576-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / DEAD; Ph₃P / tetrahydrofuran

2: 88 percent / aq. KOH / dioxane

3: 4 M HCl / dioxane / 6 h / 20 °C

With hydrogenchloride; potassium hydroxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; 1: Etherification / 2: Hydrolysis / 3: acidolysis;

DOI:10.1016/S0960-894X(00)00319-X

Reference yield:

methyl 4-(2-tert-butoxycarbonylamino-ethoxy)-2-hydroxy-benzoate (247127-60-2) → 4-(2-amino-ethoxy)-2-hydroxy-benzoic acid (300576-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / aq. KOH / dioxane

2: 4 M HCl / dioxane / 6 h / 20 °C

With hydrogenchloride; potassium hydroxide; In 1,4-dioxane; 1: Hydrolysis / 2: acidolysis;

DOI:10.1016/S0960-894X(00)00319-X

upstream raw materials:

4-(2-tert-butoxycarbonylamino-ethoxy)-2-hydroxy-benzoic acid

methyl 2,4-dihydroxybenzoate

methyl 4-(2-tert-butoxycarbonylamino-ethoxy)-2-hydroxy-benzoate

Downstream raw materials:

2-Hydroxy-4-[2-(pyrimidine-2ylamino)ethoxy]benzoic acid

2-hydroxy-4-[2-(3,4,5,6-tetrahydropyrimidin-2-ylamino)ethoxy]-benzoic acid