5-Amino-2-hydroxy-benzoic acid 2-adamantan-1-yl-ethyl ester

Base Information

• Chemical Name: 5-Amino-2-hydroxy-benzoic acid 2-adamantan-1-yl-ethyl ester
• CAS No.: 154737-66-3
• Molecular Formula: C₁₉H₂₅NO₃
• Molecular Weight: 315.412
• Mol file: 154737-66-3.mol

Synonyms:5-Amino-2-hydroxy-benzoic acid 2-adamantan-1-yl-ethyl ester

Chemical Property of 5-Amino-2-hydroxy-benzoic acid 2-adamantan-1-yl-ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-Amino-2-hydroxy-benzoic acid 2-adamantan-1-yl-ethyl ester

There total 3 articles about 5-Amino-2-hydroxy-benzoic acid 2-adamantan-1-yl-ethyl ester 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: 92.0%

2-hydroxy-5-nitrobenzoic acid 2-(1-tricyclo<3.3.1.1>decyl)ethyl ester (155388-70-8) → 5-Amino-2-hydroxy-benzoic acid 2-adamantan-1-yl-ethyl ester (154737-66-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; for 4h; under 760 Torr;

DOI:10.1021/jm00032a020

Reference yield:

5-nitrosalicylic acid (96-97-9) → 5-Amino-2-hydroxy-benzoic acid 2-adamantan-1-yl-ethyl ester (154737-66-3)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / toluene / 80 °C

2: 1.) n-BuLi / 1.) THF, hexane, 2.) THF, hexane, RT, 18 h

3: 92 percent / H₂ / 10percent Pd/C / methanol / 4 h / 760 Torr

With n-butyllithium; thionyl chloride; hydrogen; palladium on activated charcoal; In methanol; toluene;

DOI:10.1021/jm00032a020

Reference yield:

5-nitrosalicyloyl chloride (3223-20-9) → 5-Amino-2-hydroxy-benzoic acid 2-adamantan-1-yl-ethyl ester (154737-66-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) n-BuLi / 1.) THF, hexane, 2.) THF, hexane, RT, 18 h

2: 92 percent / H₂ / 10percent Pd/C / methanol / 4 h / 760 Torr

With n-butyllithium; hydrogen; palladium on activated charcoal; In methanol;

DOI:10.1021/jm00032a020

upstream raw materials:

2-hydroxy-5-nitrobenzoic acid 2-(1-tricyclo<3.3.1.1>decyl)ethyl ester

5-nitrosalicylic acid

5-nitrosalicyloyl chloride