methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-carboxylate

Base Information

• Chemical Name: methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-carboxylate
• CAS No.: 1491155-34-0
• Molecular Formula: C₁₇H₁₅NO₅
• Molecular Weight: 313.31
• Mol file: 1491155-34-0.mol

Synonyms:methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-carboxylate

Chemical Property of methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-carboxylate

There total 3 articles about methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-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: 69.4%

methyl 7-isatincarboxylate (103030-10-0) + 4-methoxyphenyl magnesium bromide (13139-86-1) → methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-carboxylate (1491155-34-0)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere; Cooling with ice;

DOI:10.1016/j.ejmech.2013.08.030

Reference yield:

2-carbomethoxyaniline (134-20-3) → methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-carboxylate (1491155-34-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium sulfate; hydroxylamine hydrochloride; hydrogenchloride / water

2: sulfuric acid / Heating

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

With hydrogenchloride; sulfuric acid; hydroxylamine hydrochloride; sodium sulfate; In tetrahydrofuran; water; 3: |Grignard Reaction;

DOI:10.1016/j.ejmech.2013.08.030

Reference yield:

methyl 2-{[(hydroxyimino)acetyl]amino}benzoate (63016-87-5) → methyl 3-hydroxy-3-(4-methoxyphenyl)-2-oxindoline-7-carboxylate (1491155-34-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sulfuric acid / Heating

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

With sulfuric acid; In tetrahydrofuran; 2: |Grignard Reaction;

DOI:10.1016/j.ejmech.2013.08.030

upstream raw materials:

methyl 7-isatincarboxylate

4-methoxyphenyl magnesium bromide

2-carbomethoxyaniline

methyl 2-{[(hydroxyimino)acetyl]amino}benzoate

Downstream raw materials:

methyl 3-(5-tert-butyl-2-hydroxyphenyl)-3-(4-methoxyphenyl)-2-oxoindoline-7-carboxylate

methyl 3-{5-tert-butyl-2-[2-(morpholin-4-yl)ethoxy]phenyl}-3-(4-methoxyphenyl)-2-oxoindoline-7-carboxylate