ethyl 2-benzyl-5-[(dimethylamino)methylene]-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

Base Information

• Chemical Name: ethyl 2-benzyl-5-[(dimethylamino)methylene]-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate
• CAS No.: 1148040-90-7
• Molecular Formula: C₂₂H₂₆N₂O₃
• Molecular Weight: 366.46

Synonyms:ethyl 2-benzyl-5-[(dimethylamino)methylene]-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

Chemical Property of ethyl 2-benzyl-5-[(dimethylamino)methylene]-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

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Technology Process of ethyl 2-benzyl-5-[(dimethylamino)methylene]-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

There total 2 articles about ethyl 2-benzyl-5-[(dimethylamino)methylene]-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-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: 57.0%

tert-Butoxybis(dimethylamino)methane (5815-08-7) + ethyl 2-benzyl-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-85-0) → ethyl 2-benzyl-5-[(dimethylamino)methylene]-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-90-7)

Guidance literature:

In toluene; for 6h; Reflux;

DOI:10.1016/j.bmcl.2009.01.096

Reference yield:

N,N-dimethyl-tert-butylamine (918-02-5) + ethyl 2-benzyl-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-85-0) → ethyl 2-benzyl-5-[(dimethylamino)methylene]-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-90-7)

Guidance literature:

In toluene; for 24h; Reflux;

DOI:10.1016/j.ejmech.2013.10.014

Reference yield: 65.0%

ethyl 2-benzyl-5-[(dimethylamino)methylene]-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate (1148040-90-7) + 2-(phenylsulfonyl)acetonitrile (7605-28-9) → ethyl 8-benzyl-9-methyl-3-(phenylsulfonyl)-1,5,6,8-tetrahydro-2H-pyrrolo[3,4-h]quinoline-2-one-7-carboxylate (1296787-38-6)

Guidance literature:

In ethanol; for 24h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2011.02.023

upstream raw materials:

tert-Butoxybis(dimethylamino)methane

ethyl 2-benzyl-3-methyl-4-oxo-4,5,6,7-tetrahydro-2H-isoindole-1-carboxylate

N,N-dimethyl-tert-butylamine

Downstream raw materials:

7-ethyl 3-methyl 8-benzyl-9-methyl-2-oxo-2,5,6,8-tetrahydropyrano[2,3-e]isoindole-3,7-dicarboxylate

diethyl 8-benzyl-9-methyl-2-oxo-2,5,6,8-tetrahydropyrano[2,3-e]isoindole-3,7-dicarboxylate

9-methyl-8-benzyl-3-(phenylsulfonyl)-1,5,6,8-tetrahydro-2H-pyrrolo[3,4-h]quinoline-2-one-7-carboxylic acid

ethyl 1,9-dimethyl-8-benzyl-3-(phenylsulfonyl)-1,5,6,8-tetrahydro-2H-pyrrolo[3,4-h]quinoline-2-one-7-carboxylate

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