6-Ethynyl-10-oxo-7,8,9,10-tetrahydro-6H-phenanthridine-5-carboxylic acid phenyl ester

Base Information

• Chemical Name: 6-Ethynyl-10-oxo-7,8,9,10-tetrahydro-6H-phenanthridine-5-carboxylic acid phenyl ester
• CAS No.: 145661-34-3
• Molecular Formula: C₂₂H₁₇NO₃
• Molecular Weight: 343.382
• Mol file: 145661-34-3.mol

Synonyms:6-Ethynyl-10-oxo-7,8,9,10-tetrahydro-6H-phenanthridine-5-carboxylic acid phenyl ester

Chemical Property of 6-Ethynyl-10-oxo-7,8,9,10-tetrahydro-6H-phenanthridine-5-carboxylic acid phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-Ethynyl-10-oxo-7,8,9,10-tetrahydro-6H-phenanthridine-5-carboxylic acid phenyl ester

There total 3 articles about 6-Ethynyl-10-oxo-7,8,9,10-tetrahydro-6H-phenanthridine-5-carboxylic acid phenyl ester 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:

10-hydroxy-7,8,9,10-tetrahydrophenanthridine (141328-93-0) → 6-Ethynyl-10-oxo-7,8,9,10-tetrahydro-6H-phenanthridine-5-carboxylic acid phenyl ester (145661-34-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / Jones reagent, H₂SO₄ / acetic acid; acetone / 0.5 h / 0 - 25 °C

2: 99 percent / Et₃N / CH₂Cl₂ / 3 h / 25 °C

3: 2.) 10percent HCl / 1.) THF, from -78 deg C to 25 deg C, 1 h, 2.) THF, 25 deg C, 10 min

With hydrogenchloride; jones reagent; sulfuric acid; triethylamine; In dichloromethane; acetic acid; acetone;

DOI:10.1039/c39920001542

Reference yield:

8,9-Dihydro-7H-phenanthridin-10-one (145661-32-1) → 6-Ethynyl-10-oxo-7,8,9,10-tetrahydro-6H-phenanthridine-5-carboxylic acid phenyl ester (145661-34-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / Et₃N / CH₂Cl₂ / 3 h / 25 °C

2: 2.) 10percent HCl / 1.) THF, from -78 deg C to 25 deg C, 1 h, 2.) THF, 25 deg C, 10 min

With hydrogenchloride; triethylamine; In dichloromethane;

DOI:10.1039/c39920001542

Reference yield:

10-(tert-Butyl-dimethyl-silanyloxy)-7,8-dihydro-phenanthridine (145661-33-2) + phenyl chloroformate (1885-14-9) + acetylenemagnesium bromide (4301-14-8) → 6-Ethynyl-10-oxo-7,8,9,10-tetrahydro-6H-phenanthridine-5-carboxylic acid phenyl ester (145661-34-3)

Guidance literature:

With hydrogenchloride; Yield given. Multistep reaction; 1.) THF, from -78 deg C to 25 deg C, 1 h, 2.) THF, 25 deg C, 10 min;

DOI:10.1039/c39920001542

upstream raw materials:

10-(tert-Butyl-dimethyl-silanyloxy)-7,8-dihydro-phenanthridine

phenyl chloroformate

acetylenemagnesium bromide

10-hydroxy-7,8,9,10-tetrahydrophenanthridine

Downstream raw materials:

C₂₆H₂₅NO₄

C₃₃H₃₅NO₄Si

C₃₃H₃₅NO₄Si

C₃₀H₂₇NO₄