4,7,8-Trimethoxy-3-(3-methyl-2-butenyl)quinolin-2(1H)-one

Base Information

• Chemical Name: 4,7,8-Trimethoxy-3-(3-methyl-2-butenyl)quinolin-2(1H)-one
• CAS No.: 38695-41-9
• Molecular Formula: C17H21NO4
• Molecular Weight: 303.35
• Mol file: 38695-41-9.mol

Synonyms:

Chemical Property of 4,7,8-Trimethoxy-3-(3-methyl-2-butenyl)quinolin-2(1H)-one

Chemical Property:

• Boiling Point: 483.5±45.0 °C(Predicted)
• PKA: 9.52±0.70(Predicted)
• PSA: 60.55000
• Density: 1.16±0.1 g/cm3(Predicted)
• LogP: 3.06260

Purity/Quality:

98.5% ^*data from raw suppliers

Preskimmianine 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: A quinolone alkaloid, this base has only recently been isolated from the roots of Dictamnus alb us. The structure given above is based upon chemical and spectro_x0002_scopic evidence.

Technology Process of 4,7,8-Trimethoxy-3-(3-methyl-2-butenyl)quinolin-2(1H)-one

There total 6 articles about 4,7,8-Trimethoxy-3-(3-methyl-2-butenyl)quinolin-2(1H)-one 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: 40.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + 4-hydroxy-7,8-dimethoxy-3-(3-methyl-but-2-enyl)-1H-quinolin-2-one (38750-40-2) → preskimmianine (38695-41-9)

Guidance literature:

In methanol; diethyl ether; at 0 ℃; for 1h;

DOI:10.1016/0040-4020(84)85084-X

Reference yield:

(4-Hydroxy-7,8-dimethoxy-2-oxo-1,2-dihydro-quinolin-3-yl)-acetic acid (96838-82-3) → preskimmianine (38695-41-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 19 percent / sodium acetate / acetic acid; acetic anhydride / 1.5 h / Heating

2: 93 percent / 2N aq. NaOH / 1 h / Heating

3: 25 percent / copper powder / diphenyl ether / 3 h / Heating

4: 40 percent / diethyl ether; methanol / 1 h / 0 °C

With sodium hydroxide; sodium acetate; copper; In methanol; diphenylether; diethyl ether; acetic anhydride; acetic acid;

DOI:10.1016/0040-4020(84)85084-X

Reference yield:

(Z)-2-(4-Hydroxy-7,8-dimethoxy-2-oxo-1,2-dihydro-quinolin-3-yl)-4-methyl-pent-2-enoic acid (96838-77-6) → preskimmianine (38695-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 25 percent / copper powder / diphenyl ether / 3 h / Heating

2: 40 percent / diethyl ether; methanol / 1 h / 0 °C

With copper; In methanol; diphenylether; diethyl ether;

DOI:10.1016/0040-4020(84)85084-X

upstream raw materials:

diazomethane

4-hydroxy-7,8-dimethoxy-3-(3-methyl-but-2-enyl)-1H-quinolin-2-one

(4-Hydroxy-7,8-dimethoxy-2-oxo-1,2-dihydro-quinolin-3-yl)-acetic acid

(Z)-2-(4-Hydroxy-7,8-dimethoxy-2-oxo-1,2-dihydro-quinolin-3-yl)-4-methyl-pent-2-enoic acid

Downstream raw materials:

veprisine

Refernces

• 1、 Collins et al.. "-". . p. 1029. Retrieved 1972.