tert-butyl (E)-3-[2'-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)cyclohex-1'-enyl]acrylate

Base Information

Chemical Name:tert-butyl (E)-3-[2'-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)cyclohex-1'-enyl]acrylate
CAS No.:952156-34-2
Molecular Formula:C₂₅H₃₃NO₂
Molecular Weight:379.543
Hs Code.:

Synonyms:tert-butyl (E)-3-[2'-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)cyclohex-1'-enyl]acrylate

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Chemical Property of tert-butyl (E)-3-[2'-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)cyclohex-1'-enyl]acrylate

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Technology Process of tert-butyl (E)-3-[2'-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)cyclohex-1'-enyl]acrylate

There total 3 articles about tert-butyl (E)-3-[2'-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)cyclohex-1'-enyl]acrylate 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: 71.0%

: 952156-28-4
1-benzyl-4-(2-bromocyclohex-1-enyl)-1,2,3,6-tetrahydropyridine

: 1663-39-4,25232-27-3
tert-Butyl acrylate

: 952156-34-2
tert-butyl (E)-3-[2'-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)cyclohex-1'-enyl]acrylate

Guidance literature:: With tetrabutylammomium bromide; sodium acetate; Palladacycle; In water; N,N-dimethyl-formamide; at 105 ℃; for 8h;
DOI:10.1002/ejoc.200700201

Reference yield:

: 1056477-06-5,822-85-5
2-bromocyclohexanone

: 952156-34-2
tert-butyl (E)-3-[2'-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)cyclohex-1'-enyl]acrylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium bis(trimethylsilyl)amide / diethyl ether / 0.5 h / -78 °C

1.2: 94 percent / diethyl ether / 24 h / -78 - 22 °C

2.1: 84 percent / CuI; LiCl / [Pd₂(dba)3] / 1-methyl-pyrrolidin-2-one / 5 h / 65 °C

3.1: 71 percent / NaOAc; nBu₄NBr / palladacycle / dimethylformamide; H₂O / 8 h / 105 °C

With copper(l) iodide; tetrabutylammomium bromide; sodium acetate; potassium hexamethylsilazane; lithium chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Palladacycle; In 1-methyl-pyrrolidin-2-one; diethyl ether; water; N,N-dimethyl-formamide; 2.1: Stille coupling / 3.1: Heck reaction;
DOI:10.1002/ejoc.200700201

Reference yield:

: 213340-08-0
1-bromo-2-trifluoromethanesulfonyloxycyclohexene

: 952156-34-2
tert-butyl (E)-3-[2'-(1-benzyl-1,2,3,6-tetrahydropyridin-4-yl)cyclohex-1'-enyl]acrylate

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / CuI; LiCl / [Pd₂(dba)3] / 1-methyl-pyrrolidin-2-one / 5 h / 65 °C

2: 71 percent / NaOAc; nBu₄NBr / palladacycle / dimethylformamide; H₂O / 8 h / 105 °C

With copper(l) iodide; tetrabutylammomium bromide; sodium acetate; lithium chloride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; Palladacycle; In 1-methyl-pyrrolidin-2-one; water; N,N-dimethyl-formamide; 1: Stille coupling / 2: Heck reaction;
DOI:10.1002/ejoc.200700201