3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one

Base Information

• Chemical Name: 3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one
• CAS No.: 1491155-42-0
• Molecular Formula: C₂₅H₂₅NO₃
• Molecular Weight: 387.478

Synonyms:3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one

Chemical Property of 3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one

Chemical Property:

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Technology Process of 3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one

There total 3 articles about 3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-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: 85.0%

para-tert-butylphenol (98-54-4) + 3-hydroxy-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one (111500-91-5) → 3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one (1491155-42-0)

Guidance literature:

3-hydroxy-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one; With indium(III) triflate; In 1,2-dichloro-ethane; at 20 ℃; for 0.0833333h;

para-tert-butylphenol; In 1,2-dichloro-ethane; at 20 - 80 ℃; for 4h; Reagent/catalyst;

DOI:10.1039/c4ob01264j

Reference yield:

indole-2,3-dione (91-56-5,1186480-61-4,84788-92-1) → 3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one (1491155-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Cooling with ice

2: trifluorormethanesulfonic acid / dichloromethane / 1.5 h / Cooling with ice; Inert atmosphere

With trifluorormethanesulfonic acid; In tetrahydrofuran; dichloromethane; 1: |Grignard Reaction / 2: |Friedel-Crafts Acylation;

DOI:10.1016/j.ejmech.2013.08.030

Reference yield:

4-methoxyphenyl magnesium bromide (13139-86-1) → 3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one (1491155-42-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 2 h / 20 °C / Inert atmosphere; Cooling with ice

2: trifluorormethanesulfonic acid / dichloromethane / 1.5 h / Cooling with ice; Inert atmosphere

With trifluorormethanesulfonic acid; In tetrahydrofuran; dichloromethane; 1: |Grignard Reaction / 2: |Friedel-Crafts Acylation;

DOI:10.1016/j.ejmech.2013.08.030

upstream raw materials:

4-methoxyphenyl magnesium bromide

para-tert-butylphenol

3-hydroxy-3-(4-methoxyphenyl)-1,3-dihydro-2H-indol-2-one

indole-2,3-dione

Downstream raw materials:

3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-hydroxyphenyl)-1,3-dihydro-2H-indol-2-one

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