methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate

Base Information

• Chemical Name: methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate
• CAS No.: 877272-14-5
• Molecular Formula: C₂₅H₂₉NO₃
• Molecular Weight: 391.51
• Mol file: 877272-14-5.mol

Synonyms:methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate

Chemical Property of methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate

There total 2 articles about methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate 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: 76.0%

methyl 3-cyclohexyl-1H-indole-6-carboxylate (494799-18-7) + bromoethyl-2-benzyl ether (1462-37-9) → methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate (877272-14-5)

Guidance literature:

methyl 3-cyclohexyl-1H-indole-6-carboxylate; With sodium hydride; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 0.25h;

bromoethyl-2-benzyl ether; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 2h;

Reference yield:

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate (494799-19-8) → methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate (877272-14-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium acetate / acetonitrile / 150 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.25 h / 20 °C

2.2: 2 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium acetate; sodium hydride; In N,N-dimethyl-formamide; acetonitrile; mineral oil;

DOI:10.1039/c1ob05525a

Reference yield: 98.0%

methyl 1-(2-(benzyloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate (877272-14-5) → methyl 3-cyclohexyl-1-(2-hydroxyethyl)-1H-indole-6-carboxylate (877272-19-0)

Guidance literature:

With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In water; ethyl acetate; at 20 ℃; for 72h;

upstream raw materials:

methyl 3-cyclohexyl-1H-indole-6-carboxylate

bromoethyl-2-benzyl ether

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

Downstream raw materials:

methyl 3-cyclohexyl-1-(2-hydroxyethyl)-1H-indole-6-carboxylate

methyl 1-(2-(2-bromopyridin-3-yloxy)ethyl)-3-cyclohexyl-1H-indole-6-carboxylate