(S,E)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone oxime

Base Information

Chemical Name:(S,E)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone oxime
CAS No.:1450761-17-7
Molecular Formula:C₂₃H₂₁BrN₂O₂
Molecular Weight:437.336
Hs Code.:

Synonyms:(S,E)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone oxime

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Chemical Property of (S,E)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone oxime

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Technology Process of (S,E)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone oxime

There total 5 articles about (S,E)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone oxime 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%

: 1450761-05-3
(S)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone

: 1450761-17-7
(S,E)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone oxime

Guidance literature:: With hydroxylamine hydrochloride; sodium acetate; In methanol; at 20 ℃; for 30h; Inert atmosphere;
DOI:10.1039/c3cc43937b

Reference yield:

: 121025-48-7
C₁₉H₂₅NOSi

: 1450761-17-7
(S,E)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone oxime

Guidance literature:: Multi-step reaction with 5 steps

1: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C / Inert atmosphere

2: N-ethyl-N,N-diisopropylamine / acetonitrile / 60 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

4: (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; Hoveyda-Grubbs catalyst second generation / dichloromethane / 11 h / 40 °C / Inert atmosphere

5: hydroxylamine hydrochloride; sodium acetate / methanol / 30 h / 20 °C / Inert atmosphere

With sodium tetrahydroborate; Hoveyda-Grubbs catalyst second generation; (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; sodium acetate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 4: |Michael Addition;
DOI:10.1039/c3cc43937b

Reference yield:

: 95-55-6
2-amino-phenol

: 1450761-17-7
(S,E)-2-(4-benzyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-2-yl)-1-(4-bromophenyl)ethanone oxime

Guidance literature:: Multi-step reaction with 7 steps

1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

2: magnesium sulfate / methanol / 3 h / Inert atmosphere; Reflux

3: sodium tetrahydroborate / methanol / 1 h / 0 - 20 °C / Inert atmosphere

4: N-ethyl-N,N-diisopropylamine / acetonitrile / 60 °C / Inert atmosphere

5: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

6: (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; Hoveyda-Grubbs catalyst second generation / dichloromethane / 11 h / 40 °C / Inert atmosphere

7: hydroxylamine hydrochloride; sodium acetate / methanol / 30 h / 20 °C / Inert atmosphere

With 1H-imidazole; sodium tetrahydroborate; Hoveyda-Grubbs catalyst second generation; (S)-3,3'-bis(triphenylsilyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; hydroxylamine hydrochloride; tetrabutyl ammonium fluoride; sodium acetate; magnesium sulfate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile; 6: |Michael Addition;
DOI:10.1039/c3cc43937b