1a,8,9,9a-tetrahydro[1]benzoxireno[3,2-f]quinoline-8,9-diyl diacetate

Base Information

• Chemical Name: 1a,8,9,9a-tetrahydro[1]benzoxireno[3,2-f]quinoline-8,9-diyl diacetate
• CAS No.: 103667-14-7
• Molecular Formula: C17H15NO5
• Molecular Weight: 313.3047
• Mol file: 103667-14-7.mol

Synonyms:Oxireno(3,4)benzo(1,2-F)quinoline-8,9-diol, 1A,8,9,9A-tetrahydro-, diacetate (ester), (1aalpha,8beta,9alpha,9aalpha)-

Chemical Property of 1a,8,9,9a-tetrahydro[1]benzoxireno[3,2-f]quinoline-8,9-diyl diacetate

Chemical Property:

• Vapor Pressure: 3.24E-09mmHg at 25°C
• Boiling Point: 475.7°C at 760 mmHg
• Flash Point: 241.5°C
• PSA: 78.02000
• Density: 1.39g/cm³
• LogP: 2.22420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1a,8,9,9a-tetrahydro[1]benzoxireno[3,2-f]quinoline-8,9-diyl diacetate

There total 5 articles about 1a,8,9,9a-tetrahydro[1]benzoxireno[3,2-f]quinoline-8,9-diyl diacetate 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:

9α,10β-diacetoxy-8α-bromo-7β-hydroxy-7,8,9,10-tetrahydrobenzoquinoline (103667-13-6) → 9α,10β-diacetoxy-7α,8α-epoxy-7,8,9,10-tetrahydrobenzoquinoline (103620-39-9) + 9α,10β-diacetoxy-7β,8β-epoxy-7,8,9,10-tetrahydrobenzoquinoline (103667-14-7)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In dichloromethane; at 25 ℃; for 1.25h;

DOI:10.1021/jo00368a001

Reference yield:

9α,10β-diacetoxy-8α-bromo-7β-hydroxy-7,8,9,10-tetrahydrobenzoquinoline (103667-13-6) → 9α,10β-diacetoxy-7β,8β-epoxy-7,8,9,10-tetrahydrobenzoquinoline (103667-14-7)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In dichloromethane; at 25 ℃; for 1.25h;

DOI:10.1021/jo00368a001

Reference yield:

7,8,9,10-tetrahydrobenzoquinoline (80028-83-7) → 9α,10β-diacetoxy-7β,8β-epoxy-7,8,9,10-tetrahydrobenzoquinoline (103667-14-7)

Guidance literature:

Multi-step reaction with 4 steps

2: 1.) N-bromosuccinimide(NBS), α,α'-azobis(isobutyronitrile)(AIBN), 2.) LiF, Li2CO3 / 1.) CCl4, 70-75 deg C, 30 min, 2.) HMPA, 80-85 deg C, 90 min

3: N-bromoacetanilide(NBS), concd. HCl / tetrahydrofuran / 3 h / 0 °C

4: n-Bu₄N+HSO₄-, Na₂CO₃ / CH₂Cl₂ / 1.25 h / 25 °C

With hydrogenchloride; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); N-bromo-acetanilide; tetra(n-butyl)ammonium hydrogensulfate; lithium carbonate; sodium carbonate; lithium fluoride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00368a001

upstream raw materials:

9α,10β-diacetoxy-8α-bromo-7β-hydroxy-7,8,9,10-tetrahydrobenzoquinoline

7,8,9,10-tetrahydrobenzoquinoline

trans-9,10-diacetoxy-9,10-dihydrobenzoquinoline

trans-9,10-diacetoxy-7,8,9,10-tetrahydrobenzoquinolines