C₁₉H₁₆ClNO₂

Base Information

• Chemical Name: C₁₉H₁₆ClNO₂
• CAS No.: 1335284-72-4
• Molecular Formula: C₁₉H₁₆ClNO₂
• Molecular Weight: 325.795
• Mol file: 1335284-72-4.mol

Synonyms:C₁₉H₁₆ClNO₂

Chemical Property of C₁₉H₁₆ClNO₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₉H₁₆ClNO₂

There total 1 articles about C₁₉H₁₆ClNO₂ 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:

indole (120-72-9) + methyl (2Z)-2-(bromomethyl)-3-(2-chlorophenyl)prop-2-enoate (330442-80-3) → C19H16ClNO2 (1335284-72-4)

Guidance literature:

With tetrabutylammomium bromide; sodium hydroxide; In water; toluene; at 20 ℃;

DOI:10.1016/j.tet.2011.07.074

Reference yield: 92.0%

C19H16ClNO2 (1335284-72-4) → (E)-3-(2-chlorophenyl)-2-(1H-indol-1-ylmethyl)prop-2-enoic acid (1335284-74-6)

Guidance literature:

C₁₉H₁₆ClNO₂; With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 8h;

With hydrogenchloride; In tetrahydrofuran; water;

DOI:10.1016/j.tet.2011.07.074

Reference yield:

C19H16ClNO2 (1335284-72-4) → 1-(2-chlorophenyl)-3-(1H-indol-1-yl)acetone oxime (1335284-78-0)

Guidance literature:

Multi-step reaction with 6 steps

1: lithium hydroxide / tetrahydrofuran; water / 8 h / 20 °C

2: 4-methyl-morpholine / tetrahydrofuran / 0.08 h / -10 °C

3: sodium azide / tetrahydrofuran; water / 0.5 h / -10 - 20 °C

4: toluene / 0.5 h / 65 °C

5: dmap; formic acid / dichloromethane / 2 h / 20 °C

6: hydroxylamine hydrochloride; sodium acetate / ethanol / 2 h / Reflux

With 4-methyl-morpholine; dmap; formic acid; sodium azide; hydroxylamine hydrochloride; sodium acetate; lithium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; toluene; 4: Curtius rearrangement;

DOI:10.1016/j.tet.2011.07.074

upstream raw materials:

indole

methyl (2Z)-2-(bromomethyl)-3-(2-chlorophenyl)prop-2-enoate

Downstream raw materials:

(E)-3-(2-chlorophenyl)-2-(1H-indol-1-ylmethyl)prop-2-enoic acid

1-(2-chlorophenyl)-3-(1H-indol-1-yl)acetone

1-(2-chlorophenyl)-3-(1H-indol-1-yl)acetone oxime