2-Oxa-3-azabicyclo[2.2.2]oct-5-ene, 3-acetyl-, (1R,4S)- (9CI)

Base Information

• Chemical Name: 2-Oxa-3-azabicyclo[2.2.2]oct-5-ene, 3-acetyl-, (1R,4S)- (9CI)
• CAS No.: 213274-31-8
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.181
• Mol file: 213274-31-8.mol

Synonyms:2-Oxa-3-azabicyclo[2.2.2]oct-5-ene,3-acetyl-, (1R,4S)- (9CI)

Chemical Property of 2-Oxa-3-azabicyclo[2.2.2]oct-5-ene, 3-acetyl-, (1R,4S)- (9CI)

Chemical Property:

• Boiling Point: 210.9±43.0 °C(Predicted)
• PKA: -1.52±0.20(Predicted)
• PSA: 29.54000
• Density: 1.181±0.06 g/cm3(Predicted)
• LogP: 0.80520

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Oxa-3-azabicyclo[2.2.2]oct-5-ene, 3-acetyl-, (1R,4S)- (9CI)

There total 9 articles about 2-Oxa-3-azabicyclo[2.2.2]oct-5-ene, 3-acetyl-, (1R,4S)- (9CI) 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: 95.0%

acetylhydroxamic acid (546-88-3) + cyclohexa-1,3-diene (1165952-91-9) → N-acetyl-2-oxa-3-azabicyclo<2.2.2>oct-5-ene (77803-76-0,213274-31-8)

Guidance literature:

acetylhydroxamic acid; cyclohexa-1,3-diene; With tetrakis(tetrabutylammonium)decatungstate(VI); oxygen; sodium hydrogencarbonate; In water; acetonitrile; for 1h; Sealed tube; Irradiation;

In water; acetonitrile; at 20 ℃; for 2h; Sealed tube; Darkness;

DOI:10.1002/ejoc.201900596

Reference yield: 90.0%

acetic anhydride (108-24-7) + 2-Oxa-3-azabicyclo<2.2.2>oct-5-ene hydrochloride (56239-25-9) → N-acetyl-2-oxa-3-azabicyclo<2.2.2>oct-5-ene (77803-76-0,213274-31-8)

Guidance literature:

With sodium hydrogencarbonate; sodium chloride; In chloroform; water; for 2h; Heating;

DOI:10.1021/ja00257a037

Reference yield: 58.0%

acetylhydroxamic acid (546-88-3) + cyclohexa-1,3-diene (1165952-91-9) → 1-(2-oxa-3-azabicyclo[2.2.2]oct-5-en-3-yl)ethanone (77803-76-0,213274-31-8)

Guidance literature:

With pyridine; copper(l) chloride; In tetrahydrofuran; at 50 ℃; for 27h;

DOI:10.1021/ol301414k

upstream raw materials:

acetohydroximoyl chloride

cyclohexa-1,3-diene

acetylhydroxamic acid

acetic anhydride

Downstream raw materials:

N-acetyl-2-oxa-3-azabicyclo<2.2.2>octane