3-(4-tert-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

Base Information

Chemical Name:3-(4-tert-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide
CAS No.:840526-96-7
Molecular Formula:C₂₄H₂₇NO₄
Molecular Weight:393.483
Hs Code.:

3-(4-<i>tert</i>-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

Synonyms:3-(4-tert-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

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Chemical Property of 3-(4-tert-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

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Technology Process of 3-(4-tert-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

There total 6 articles about 3-(4-tert-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide 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: 98.0%

: 545395-12-8
(E)-3-(4-tert-butylphenyl)-N-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-5-(1,3-dioxolan-2-yl)pent-2-enamide

: 840526-96-7
3-(4-tert-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; at 20 ℃; for 2h;
DOI:10.1021/jm049485i

Reference yield:

: 772-38-3
4-tert-Butylphenylacetylene

: 840526-96-7
3-(4-tert-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

Guidance literature:: Multi-step reaction with 6 steps

1.1: n-BuLi / tetrahydrofuran; hexane / -78 - 0 °C

1.2: 75 percent / tetrahydrofuran; hexane / -78 - 25 °C

2.1: 70 percent / aq. KOH / dioxane / 18 h / Heating

3.1: 53 percent / HOBt*H₂O; iPr₂NEt; EDCI*HCl / dimethylformamide / 18 h / 25 °C

4.1: 80 percent / NaI; AcOH / 4 h / Heating

5.1: 87 percent / (CH₃CN)2PdCl₂ / dimethylformamide; tetrahydrofuran / 16 h / 25 °C

6.1: 98 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C

With hydrogenchloride; dichloro bis(acetonitrile) palladium(II); potassium hydroxide; n-butyllithium; benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; 1,4-dioxane; hexane; N,N-dimethyl-formamide;
DOI:10.1021/jm049485i

Reference yield:

: 220006-53-1
3-(4-(tert-butyl)phenyl)propiolic acid

: 840526-96-7
3-(4-tert-butyl-phenyl)-6-oxo-hex-2-enoic acid (2,3-dihydro-benzo[1,4]dioxin-6-yl)-amide

Guidance literature:: Multi-step reaction with 4 steps

1: 53 percent / HOBt*H₂O; iPr₂NEt; EDCI*HCl / dimethylformamide / 18 h / 25 °C

2: 80 percent / NaI; AcOH / 4 h / Heating

3: 87 percent / (CH₃CN)2PdCl₂ / dimethylformamide; tetrahydrofuran / 16 h / 25 °C

4: 98 percent / aq. HCl / tetrahydrofuran / 2 h / 20 °C

With hydrogenchloride; dichloro bis(acetonitrile) palladium(II); benzotriazol-1-ol; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jm049485i