(E)-ethyl 2-methylene-5-(4-nitrophenyl)pent-4-enoate

Base Information

Chemical Name:(E)-ethyl 2-methylene-5-(4-nitrophenyl)pent-4-enoate
CAS No.:1239597-45-5
Molecular Formula:C₁₄H₁₅NO₄
Molecular Weight:261.277
Hs Code.:

Synonyms:(E)-ethyl 2-methylene-5-(4-nitrophenyl)pent-4-enoate

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Chemical Property of (E)-ethyl 2-methylene-5-(4-nitrophenyl)pent-4-enoate

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Technology Process of (E)-ethyl 2-methylene-5-(4-nitrophenyl)pent-4-enoate

There total 3 articles about (E)-ethyl 2-methylene-5-(4-nitrophenyl)pent-4-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: 84.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 675608-06-7
(E)-methyl (3-(4-nitrophenyl)allyl) carbonate

: 1239597-45-5
(E)-ethyl 2-methylene-5-(4-nitrophenyl)pent-4-enoate

Guidance literature:: (E)-methyl (3-(4-nitrophenyl)allyl) carbonate; With bis(η3-allyl-μ-chloropalladium(II)); (1R,2R)-1,2-bis[(2-diphenylphosphanyl)benzoylamino]cyclohexane; In 1,4-dioxane; at 20 ℃; for 0.166667h; Inert atmosphere;

ethyl (triphenylphosphoranylidene)acetate; With caesium carbonate; In 1,4-dioxane; for 5h; Inert atmosphere; Reflux;

formaldehyd; In 1,4-dioxane; water; at 20 ℃; for 24h; Inert atmosphere;
DOI:10.1002/chem.201000316

Reference yield: 36.0%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 35271-56-8
(E)-4-nitrocinnamyl alcohol

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 1239597-45-5
(E)-ethyl 2-methylene-5-(4-nitrophenyl)pent-4-enoate

Guidance literature:: (E)-4-nitrocinnamyl alcohol; ethyl (triphenylphosphoranylidene)acetate; With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; barium bis(trifluoromethylsulfonyl)imide; In dimethyl sulfoxide; at 100 ℃; for 48h; Schlenk technique; Inert atmosphere;

formaldehyd; In dimethyl sulfoxide; at 20 ℃; for 12h; Schlenk technique; Inert atmosphere;
DOI:10.1021/acs.orglett.9b02623

Reference yield:

: 49678-08-2
3-(4-nitrophenyl)-propenal

: 1239597-45-5
(E)-ethyl 2-methylene-5-(4-nitrophenyl)pent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: methanol; sodium tetrahydroborate / dimethyl sulfoxide / 0 - 20 °C / Schlenk technique; Inert atmosphere

2.1: barium bis(trifluoromethylsulfonyl)imide; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / dimethyl sulfoxide / 48 h / 100 °C / Schlenk technique; Inert atmosphere

2.2: 12 h / 20 °C / Schlenk technique; Inert atmosphere

With methanol; sodium tetrahydroborate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; barium bis(trifluoromethylsulfonyl)imide; In dimethyl sulfoxide;
DOI:10.1021/acs.orglett.9b02623