(E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methyl-4-(2-methylcyclohex-1-en-1-yl)-4-oxobut-2-enoate

Base Information

Chemical Name:(E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methyl-4-(2-methylcyclohex-1-en-1-yl)-4-oxobut-2-enoate
CAS No.:1643935-72-1
Molecular Formula:C₃₅H₃₂O₄
Molecular Weight:516.637
Hs Code.:

Synonyms:(E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methyl-4-(2-methylcyclohex-1-en-1-yl)-4-oxobut-2-enoate

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Chemical Property of (E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methyl-4-(2-methylcyclohex-1-en-1-yl)-4-oxobut-2-enoate

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Technology Process of (E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methyl-4-(2-methylcyclohex-1-en-1-yl)-4-oxobut-2-enoate

There total 5 articles about (E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methyl-4-(2-methylcyclohex-1-en-1-yl)-4-oxobut-2-enoate 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: 66.0%

: 1643935-62-9
(E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methylacrylate

: 74517-10-5
2-Methyl-1-cyclohex-1-ene carboxylic acid chloride

: 1643935-72-1
(E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methyl-4-(2-methylcyclohex-1-en-1-yl)-4-oxobut-2-enoate

Guidance literature:: (E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methylacrylate; With 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; In tetrahydrofuran; at 20 ℃; for 0.5h; Inert atmosphere;

With copper(I) cyanide di(lithium chloride); In tetrahydrofuran; at -30 ℃; for 0.5h; Inert atmosphere;

2-Methyl-1-cyclohex-1-ene carboxylic acid chloride; In tetrahydrofuran; at -30 - 0 ℃; Inert atmosphere;
DOI:10.1002/anie.201403587

Reference yield:

: 1643935-60-7
3-(benzhydryloxy)-2-methacrylic acid

: 1643935-72-1
(E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methyl-4-(2-methylcyclohex-1-en-1-yl)-4-oxobut-2-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; triethylamine / dichloromethane / 20 °C

2.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

2.2: 0.5 h / -30 °C / Inert atmosphere

2.3: -30 - 0 °C / Inert atmosphere

With dmap; 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane;
DOI:10.1002/anie.201403587

Reference yield:

: 1643935-59-4
(E)-methyl 3-(benzhydryloxy)-2-methylacrylate

: 1643935-72-1
(E)-naphthalen-2-yl 3-(benzhydryloxy)-2-methyl-4-(2-methylcyclohex-1-en-1-yl)-4-oxobut-2-enoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium hydroxide monohydrate; water / tetrahydrofuran; methanol / 70 °C

2.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap; triethylamine / dichloromethane / 20 °C

3.1: 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

3.2: 0.5 h / -30 °C / Inert atmosphere

3.3: -30 - 0 °C / Inert atmosphere

With dmap; 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex; lithium hydroxide monohydrate; water; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1002/anie.201403587