2-Phenoxymethyl-5-((5E,7E)-tetradeca-5,7-dienyl)-3,4-dihydro-2H-pyrrole 1-oxide

Base Information

Chemical Name:2-Phenoxymethyl-5-((5E,7E)-tetradeca-5,7-dienyl)-3,4-dihydro-2H-pyrrole 1-oxide
CAS No.:221302-32-5
Molecular Formula:C₂₅H₃₇NO₂
Molecular Weight:383.574
Hs Code.:

Synonyms:2-Phenoxymethyl-5-((5E,7E)-tetradeca-5,7-dienyl)-3,4-dihydro-2H-pyrrole 1-oxide

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Chemical Property of 2-Phenoxymethyl-5-((5E,7E)-tetradeca-5,7-dienyl)-3,4-dihydro-2H-pyrrole 1-oxide

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Technology Process of 2-Phenoxymethyl-5-((5E,7E)-tetradeca-5,7-dienyl)-3,4-dihydro-2H-pyrrole 1-oxide

There total 17 articles about 2-Phenoxymethyl-5-((5E,7E)-tetradeca-5,7-dienyl)-3,4-dihydro-2H-pyrrole 1-oxide 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: 92.0%

: 221302-31-4
N-{1-Phenoxymethyl-3-[((5E,7E)-2-tetradeca-5,7-dienyl)-[1,3]dioxolan-2-yl]-propyl}-hydroxylamine

: 221302-32-5
2-Phenoxymethyl-5-((5E,7E)-tetradeca-5,7-dienyl)-3,4-dihydro-2H-pyrrole 1-oxide

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 4h; Ambient temperature;
DOI:10.1021/jo981897+

Reference yield:

: 42599-17-7
(E)-1-iodo-1-octene

: 221302-32-5
2-Phenoxymethyl-5-((5E,7E)-tetradeca-5,7-dienyl)-3,4-dihydro-2H-pyrrole 1-oxide

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) NaOEt, 2.) aq. NaOH, aq. h2O₂ / 1.) Pd(PPh₃)4 / 1.) C₆H₆, EtOH, reflux, 2 h, 2.) room temperature

2: 95 percent / PPh₃, imidazole, I₂ / CH₂Cl₂ / 0.67 h / Heating

3: 1.) nBuLi / 1.) THF, hexane, room temperature, 45 min, 2.) THF, room temperature, 16 h

4: 86 percent / NH₄OAc, aq. TiCl₃ / dioxane; aq. acetic acid / 0.33 h / Ambient temperature

5: 92 percent / imidazole / CH₂Cl₂ / 16 h

6: 97 percent / pTsOH / benzene / 16 h / Heating

7: 99 percent / TBAF / tetrahydrofuran / 16 h

8: 93 percent / (COCl)2, DMSO, TEA / CH₂Cl₂ / -60 - 20 °C

9: 100 percent / NH₂OH*HCl, pyridine / ethanol / 0.5 h

10: 95 percent / NaCNBH₃, HCl/MeOH / 2 h / 0 °C / pH 4

11: 92 percent / aq. HCl / tetrahydrofuran / 3.5 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; methanol; sodium hydroxide; n-butyllithium; titanium(III) chloride; oxalyl dichloride; TEA; hydroxylamine hydrochloride; ammonium acetate; tetrabutyl ammonium fluoride; dihydrogen peroxide; iodine; sodium ethanolate; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; acetic acid; benzene;
DOI:10.1021/jo990266s

Reference yield:

: 132048-17-0
(E)-(5-hydroxypent-1-en-1-yl)boronic acid

: 221302-32-5
2-Phenoxymethyl-5-((5E,7E)-tetradeca-5,7-dienyl)-3,4-dihydro-2H-pyrrole 1-oxide

Guidance literature:: Multi-step reaction with 11 steps

1: 1.) NaOEt, 2.) aq. NaOH, aq. h2O₂ / 1.) Pd(PPh₃)4 / 1.) C₆H₆, EtOH, reflux, 2 h, 2.) room temperature

2: 95 percent / PPh₃, imidazole, I₂ / CH₂Cl₂ / 0.67 h / Heating

3: 1.) nBuLi / 1.) THF, hexane, room temperature, 45 min, 2.) THF, room temperature, 16 h

4: 86 percent / NH₄OAc, aq. TiCl₃ / dioxane; aq. acetic acid / 0.33 h / Ambient temperature

5: 92 percent / imidazole / CH₂Cl₂ / 16 h

6: 97 percent / pTsOH / benzene / 16 h / Heating

7: 99 percent / TBAF / tetrahydrofuran / 16 h

8: 93 percent / (COCl)2, DMSO, TEA / CH₂Cl₂ / -60 - 20 °C

9: 100 percent / NH₂OH*HCl, pyridine / ethanol / 0.5 h

10: 95 percent / NaCNBH₃, HCl/MeOH / 2 h / 0 °C / pH 4

11: 92 percent / aq. HCl / tetrahydrofuran / 3.5 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; methanol; sodium hydroxide; n-butyllithium; titanium(III) chloride; oxalyl dichloride; TEA; hydroxylamine hydrochloride; ammonium acetate; tetrabutyl ammonium fluoride; dihydrogen peroxide; iodine; sodium ethanolate; sodium cyanoborohydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triphenylphosphine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; acetic acid; benzene;
DOI:10.1021/jo990266s