tert-butyl 2-(2-m-tolylisoindolin-1-yl)acetate

Base Information

• Chemical Name: tert-butyl 2-(2-m-tolylisoindolin-1-yl)acetate
• CAS No.: 1393689-03-6
• Molecular Formula: C₂₁H₂₅NO₂
• Molecular Weight: 323.435
• Mol file: 1393689-03-6.mol

Synonyms:tert-butyl 2-(2-m-tolylisoindolin-1-yl)acetate

Chemical Property of tert-butyl 2-(2-m-tolylisoindolin-1-yl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl 2-(2-m-tolylisoindolin-1-yl)acetate

There total 4 articles about tert-butyl 2-(2-m-tolylisoindolin-1-yl)acetate 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: 93.0%

tert-Butyl acrylate (1663-39-4,25232-27-3) + N-(2-bromobenzyl)-3-methylaniline (1021025-55-7) → tert-butyl 2-(2-m-tolylisoindolin-1-yl)acetate (1393689-03-6)

Guidance literature:

With μ-chloro-([2-(N,N-dimethylamino)methyl]phenyl-C,N)(triphenylphosphine-P)palladium(II); tetrabutylammomium bromide; sodium acetate; In N,N-dimethyl-formamide; at 130 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c2ob25854d

Reference yield:

C14H12BrN (405287-74-3) → tert-butyl 2-(2-m-tolylisoindolin-1-yl)acetate (1393689-03-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium tetrahydroborate / methanol / Inert atmosphere

2: μ-chloro-([2-(N,N-dimethylamino)methyl]phenyl-C,N)(triphenylphosphine-P)palladium(II); tetrabutylammomium bromide; sodium acetate / N,N-dimethyl-formamide / 12 h / 130 °C / Inert atmosphere

With sodium tetrahydroborate; μ-chloro-([2-(N,N-dimethylamino)methyl]phenyl-C,N)(triphenylphosphine-P)palladium(II); tetrabutylammomium bromide; sodium acetate; In methanol; N,N-dimethyl-formamide; 2: tandem Heck-aza-Michael addition reaction;

DOI:10.1039/c2ob25854d

Reference yield:

1-amino-3-methylbenzene (108-44-1) → tert-butyl 2-(2-m-tolylisoindolin-1-yl)acetate (1393689-03-6)

Guidance literature:

Multi-step reaction with 3 steps

1: magnesium sulfate / diethyl ether / 12 h / 20 °C / Inert atmosphere

2: sodium tetrahydroborate / methanol / Inert atmosphere

3: μ-chloro-([2-(N,N-dimethylamino)methyl]phenyl-C,N)(triphenylphosphine-P)palladium(II); tetrabutylammomium bromide; sodium acetate / N,N-dimethyl-formamide / 12 h / 130 °C / Inert atmosphere

With sodium tetrahydroborate; μ-chloro-([2-(N,N-dimethylamino)methyl]phenyl-C,N)(triphenylphosphine-P)palladium(II); tetrabutylammomium bromide; sodium acetate; magnesium sulfate; In methanol; diethyl ether; N,N-dimethyl-formamide; 3: tandem Heck-aza-Michael addition reaction;

DOI:10.1039/c2ob25854d

upstream raw materials:

tert-Butyl acrylate

N-(2-bromobenzyl)-3-methylaniline

C₁₄H₁₂BrN

1-amino-3-methylbenzene