Ethyl 2,1-benzoxazole-3-carboxylate

Base Information

• Chemical Name: Ethyl 2,1-benzoxazole-3-carboxylate
• CAS No.: 90924-33-7
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• NSC Number: 99349
• DSSTox Substance ID: DTXSID30920060
• Nikkaji Number: J3.379.602A
• Wikidata: Q82892711
• Mol file: 90924-33-7.mol

Synonyms:90924-33-7;ethyl benzo[c]isoxazole-3-carboxylate;ethyl 2,1-benzoxazole-3-carboxylate;NSC99349;SCHEMBL6818394;DTXSID30920060;NSC-99349

Chemical Property of Ethyl 2,1-benzoxazole-3-carboxylate

Chemical Property:

• Vapor Pressure: 0.000544mmHg at 25°C
• Boiling Point: 312°Cat760mmHg
• Flash Point: 142.5°C
• Density: 1.241g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1=C2C=CC=CC2=NO1

Technology Process of Ethyl 2,1-benzoxazole-3-carboxylate

There total 3 articles about Ethyl 2,1-benzoxazole-3-carboxylate 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: 42.0%

ethyl 2-(((tert-butoxycarbonyl)-(phenyl)amino)oxy)-2-oxoacetate → Ethyl 2,1-benzisoxazole-3-carboxylate (90924-33-7) + 4-amino-phenol (123-30-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 8h; Molecular sieve; Inert atmosphere;

DOI:10.1021/jo5015432

Reference yield: 13.0%

2-Diazo-3-(2-nitro-phenyl)-3-oxo-propionic acid ethyl ester → Ethyl 2,1-benzisoxazole-3-carboxylate (90924-33-7) + ethyl 2-nitrophenylacetate (31912-02-4)

Guidance literature:

In toluene; Heating;

DOI:10.1039/c39950002457

Reference yield:

tert-butyl N-hydroxy-N-phenylcarbamate (58377-40-5) → Ethyl 2,1-benzisoxazole-3-carboxylate (90924-33-7) + 4-amino-phenol (123-30-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

1.2: 7.5 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 8 h / 0 - 20 °C / Molecular sieve; Inert atmosphere

With triethylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo5015432

upstream raw materials:

tert-butyl N-hydroxy-N-phenylcarbamate