BENZO(F)QUINOLINE-9,10-DIOL-7,8-EPOXIDE

Base Information

• Chemical Name: BENZO(F)QUINOLINE-9,10-DIOL-7,8-EPOXIDE
• CAS No.: 119239-65-5
• Molecular Formula: C₁₃H₁₁NO₃
• Molecular Weight: 229.235
• Mol file: 119239-65-5.mol

Synonyms:BENZO(F)QUINOLINE-9,10-DIOL-7,8-EPOXIDE

Chemical Property of BENZO(F)QUINOLINE-9,10-DIOL-7,8-EPOXIDE

Chemical Property:

• Vapor Pressure: 6.38E-22mmHg at 25°C
• Boiling Point: 688.2°C at 760 mmHg
• Flash Point: 370°C
• PSA: 65.88000
• Density: 1.66g/cm³
• LogP: 2.47290

Purity/Quality:

99% ^*data from raw suppliers

BENZO(F)QUINOLINE-9,10-DIOL-7,8-EPOXIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BENZO(F)QUINOLINE-9,10-DIOL-7,8-EPOXIDE

There total 5 articles about BENZO(F)QUINOLINE-9,10-DIOL-7,8-EPOXIDE 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: 45.0%

9α,10β-diacetoxy-7α,8α-epoxy-7,8,9,10-tetrahydrobenzoquinoline (103620-39-9) → (+/-)-9α,10β-dihydroxy-7α,8α-epoxy-7,8,9,10-tetrahydrobenzoquinoline (103620-40-2,119239-65-5,119478-48-7)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; methanol; at 0 ℃; for 0.166667h;

DOI:10.1021/jo00368a001

Reference yield:

7,8,9,10-tetrahydrobenzoquinoline (80028-83-7) → (+/-)-9α,10β-dihydroxy-7α,8α-epoxy-7,8,9,10-tetrahydrobenzoquinoline (103620-40-2,119239-65-5,119478-48-7)

Guidance literature:

Multi-step reaction with 5 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

5: 45 percent / 5percent NaOH / tetrahydrofuran; methanol / 0.17 h / 0 °C

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

DOI:10.1021/jo00368a001

Reference yield:

trans-9,10-diacetoxy-9,10-dihydrobenzoquinoline (103620-33-3) → (+/-)-9α,10β-dihydroxy-7α,8α-epoxy-7,8,9,10-tetrahydrobenzoquinoline (103620-40-2,119239-65-5,119478-48-7)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 45 percent / 5percent NaOH / tetrahydrofuran; methanol / 0.17 h / 0 °C

With hydrogenchloride; sodium hydroxide; N-bromo-acetanilide; tetra(n-butyl)ammonium hydrogensulfate; sodium carbonate; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo00368a001

upstream raw materials:

9α,10β-diacetoxy-7α,8α-epoxy-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