3-hydroxy-1-methyl-3-(1-methyl-2-oxo-2-phenylethyl)-1,3-dihydro-2H-indol-2-one

Base Information

• Chemical Name: 3-hydroxy-1-methyl-3-(1-methyl-2-oxo-2-phenylethyl)-1,3-dihydro-2H-indol-2-one
• CAS No.: 98844-05-4
• Molecular Formula: C₁₈H₁₇NO₃
• Molecular Weight: 295.338
• Mol file: 98844-05-4.mol

Synonyms:3-hydroxy-1-methyl-3-(1-methyl-2-oxo-2-phenylethyl)-1,3-dihydro-2H-indol-2-one

Chemical Property of 3-hydroxy-1-methyl-3-(1-methyl-2-oxo-2-phenylethyl)-1,3-dihydro-2H-indol-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-hydroxy-1-methyl-3-(1-methyl-2-oxo-2-phenylethyl)-1,3-dihydro-2H-indol-2-one

There total 4 articles about 3-hydroxy-1-methyl-3-(1-methyl-2-oxo-2-phenylethyl)-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: 86.0%

N-methyl-2-indolinone (61-70-1) + 1-phenyl-propan-1-one (93-55-0) → 3-hydroxy-1-methyl-3-(1-methyl-2-oxo-2-phenylethyl)-1,3-dihydro-2H-indol-2-one (98844-05-4)

Guidance literature:

With tetrabutyl ammonium fluoride; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Molecular sieve;

DOI:10.1002/chem.201504282

Reference yield: 81.0%

1-methyl-1H-indole-2,3-dione (2058-74-4) + 1-phenyl-propan-1-one (93-55-0) → 3-hydroxy-1-methyl-3-(1-methyl-2-oxo-2-phenylethyl)-1,3-dihydro-2H-indol-2-one (98844-05-4)

Guidance literature:

With potassium hydroxide; In ethanol; water; at 20 ℃;

DOI:10.3987/COM-14-S(K)93

Reference yield:

2-oxoindole (59-48-3) → 3-hydroxy-1-methyl-3-(1-methyl-2-oxo-2-phenylethyl)-1,3-dihydro-2H-indol-2-one (98844-05-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / 5,5-dimethyl-1,3-cyclohexadiene; mineral oil / 1 h / Reflux

1.2: 1 h / Reflux

2.1: tetrabutyl ammonium fluoride / N,N-dimethyl-formamide / 16 h / 20 °C / Molecular sieve

With tetrabutyl ammonium fluoride; sodium hydride; In 5,5-dimethyl-1,3-cyclohexadiene; N,N-dimethyl-formamide; mineral oil;

DOI:10.1002/chem.201504282

upstream raw materials:

1-methyl-1H-indole-2,3-dione

1-phenyl-propan-1-one

N-methyl-2-indolinone

2-oxoindole

Downstream raw materials:

(3S,3'R,3a'S,7'S)-1,3'-dimethyl-7'-phenyl-6',7'-dihydro-3'H-spiro[indole-3,2'-isoxazolo[3,2-c][1,4]oxazine]-2,4'(1H,3a'H)-dione

(2'R,3S,3a'S,7'S)-1,2'-dimethyl-7'-phenyl-6',7'-dihydrospiro[indole-3,3'-isoxazolo[3,2-c][1,4]oxazine]-2,4'(1H,3a'H)-dione