BENZO(F)QUINOLINE-9,10-DIHYDRODIOL

Base Information

• Chemical Name: BENZO(F)QUINOLINE-9,10-DIHYDRODIOL
• CAS No.: 119143-41-8
• Molecular Formula: C₁₃H₁₁NO₂
• Molecular Weight: 213.236
• Mol file: 119143-41-8.mol

Synonyms:BENZO(F)QUINOLINE-9,10-DIHYDRODIOL

Chemical Property of BENZO(F)QUINOLINE-9,10-DIHYDRODIOL

Chemical Property:

• PSA: 0.00000
• LogP: 0.00000

Purity/Quality:

BENZO(F)QUINOLINE-9,10-DIHYDRODIOL 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of BENZO(F)QUINOLINE-9,10-DIHYDRODIOL

There total 4 articles about BENZO(F)QUINOLINE-9,10-DIHYDRODIOL 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: 67.0%

benzo[f]quinoline (85-02-9) → (+)-(9S,10R)-9,10-dihydrobenzo[f]quinoline-9,10-diol (1100595-82-1,119143-41-8,87976-64-5)

Guidance literature:

With biphenyl dioxygenase; oxygen; regiospecific reaction; Enzymatic reaction;

DOI:10.1039/b810235j

Reference yield: 62.8%

trans-9,10-diacetoxy-9,10-dihydrobenzoquinoline (103620-33-3) → trans-9,10-dihydroxy-9,10-dihydrobenzoquinoline (103667-12-5,119143-41-8,87976-64-5)

Guidance literature:

With sodium hydroxide; In methanol; at 0 ℃; for 0.25h;

DOI:10.1021/jo00368a001

Reference yield:

7,8,9,10-tetrahydrobenzoquinoline (80028-83-7) → trans-9,10-dihydroxy-9,10-dihydrobenzoquinoline (103667-12-5,119143-41-8,87976-64-5)

Guidance literature:

Multi-step reaction with 3 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: 62.8 percent / 2percent NaOH / methanol / 0.25 h / 0 °C

With sodium hydroxide; N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); lithium carbonate; lithium fluoride; In methanol;

DOI:10.1021/jo00368a001

upstream raw materials:

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

7,8,9,10-tetrahydrobenzoquinoline

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

benzo[f]quinoline

Refernces

• 1、 Dubey, Sushil K.,Kumar, Subodh. "Synthesis of Dihydro Diols and Epoxides of Benzoquinoline". . p. 3407 - 3412. Retrieved 2007/10/02.