3-[cyano(methoxycarbonyl)methyl]benzoic acid 2,2,4,4-tetramethyl-3-oxopentyl ester

Base Information

Chemical Name:3-[cyano(methoxycarbonyl)methyl]benzoic acid 2,2,4,4-tetramethyl-3-oxopentyl ester
CAS No.:526197-96-6
Molecular Formula:C₂₀H₂₅NO₅
Molecular Weight:359.422
Hs Code.:

Synonyms:3-[cyano(methoxycarbonyl)methyl]benzoic acid 2,2,4,4-tetramethyl-3-oxopentyl ester

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Chemical Property of 3-[cyano(methoxycarbonyl)methyl]benzoic acid 2,2,4,4-tetramethyl-3-oxopentyl ester

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Technology Process of 3-[cyano(methoxycarbonyl)methyl]benzoic acid 2,2,4,4-tetramethyl-3-oxopentyl ester

There total 7 articles about 3-[cyano(methoxycarbonyl)methyl]benzoic acid 2,2,4,4-tetramethyl-3-oxopentyl ester 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: 78.6%

: 526197-89-7
5-tert-butyl-1-[3-(cyano(methoxycarbonyl)methyl)-phenyl]-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptane

: 526197-96-6
3-[cyano(methoxycarbonyl)methyl]benzoic acid 2,2,4,4-tetramethyl-3-oxopentyl ester

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; dimethyl sulfoxide; at 20 ℃; for 1h;
DOI:10.1016/j.tet.2005.07.081

Reference yield:

: 866129-75-1
5-[3-(bromomethyl)phenyl]-4-tert-butyl-3,3-dimethyl-2,3-dihydrofuran

: 526197-96-6
3-[cyano(methoxycarbonyl)methyl]benzoic acid 2,2,4,4-tetramethyl-3-oxopentyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 76.4 percent / tetra-n-butylammonium hydrogen sulfate / tetrahydrofuran; H₂O / 28 h / Heating

2: 93.7 percent / NaH / toluene / 1 h

3: 88.9 percent / oxygen; tetraphenylporphine / CH₂Cl₂ / 0 °C / Irradiation

4: 78.6 percent / tetrabutylammonium fluoride / dimethylsulfoxide; tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; oxygen; tetra(n-butyl)ammonium hydrogensulfate; 5,15,10,20-tetraphenylporphyrin; sodium hydride; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; toluene; 2: Claisen condensation;
DOI:10.1016/j.tet.2005.07.081

Reference yield:

: 526197-85-3
4-tert-butyl-5-[3-(cyanomethyl)phenyl]-3,3-dimethyl-2,3-dihydrofuran

: 526197-96-6
3-[cyano(methoxycarbonyl)methyl]benzoic acid 2,2,4,4-tetramethyl-3-oxopentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 93.7 percent / NaH / toluene / 1 h

2: 88.9 percent / oxygen; tetraphenylporphine / CH₂Cl₂ / 0 °C / Irradiation

3: 78.6 percent / tetrabutylammonium fluoride / dimethylsulfoxide; tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; oxygen; 5,15,10,20-tetraphenylporphyrin; sodium hydride; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; toluene; 1: Claisen condensation;
DOI:10.1016/j.tet.2005.07.081