(E)-3,4-dihydro-5,7,8-trimethyl-2-phenyl-6-styryl-2H-benzo[b][1,4]oxazine

Base Information

Chemical Name:(E)-3,4-dihydro-5,7,8-trimethyl-2-phenyl-6-styryl-2H-benzo[b][1,4]oxazine
CAS No.:1277193-52-8
Molecular Formula:C₂₅H₂₅NO
Molecular Weight:355.48
Hs Code.:

Synonyms:(E)-3,4-dihydro-5,7,8-trimethyl-2-phenyl-6-styryl-2H-benzo[b][1,4]oxazine

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Chemical Property of (E)-3,4-dihydro-5,7,8-trimethyl-2-phenyl-6-styryl-2H-benzo[b][1,4]oxazine

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Technology Process of (E)-3,4-dihydro-5,7,8-trimethyl-2-phenyl-6-styryl-2H-benzo[b][1,4]oxazine

There total 3 articles about (E)-3,4-dihydro-5,7,8-trimethyl-2-phenyl-6-styryl-2H-benzo[b][1,4]oxazine 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: 81.0%

: 6783-05-7
trans-2-phenylvinylboronic acid

: 1277192-89-8
6-bromo-3,4-dihydro-5,7,8-trimethyl-2-phenyl-2H-benzo[b][1,4]oxazine

: 1277193-52-8
(E)-3,4-dihydro-5,7,8-trimethyl-2-phenyl-6-styryl-2H-benzo[b][1,4]oxazine

Guidance literature:: With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,2-dimethoxyethane; water; at 160 ℃; for 0.0833333h; Microwave irradiation; Inert atmosphere;
DOI:10.1016/j.tet.2012.10.009

Reference yield:

: 1145873-67-1
2-phenyl-5,7,8-trimethyl-2H-1,4-benzoxazin-3(4H)-one

: 1277193-52-8
(E)-3,4-dihydro-5,7,8-trimethyl-2-phenyl-6-styryl-2H-benzo[b][1,4]oxazine

Guidance literature:: Multi-step reaction with 3 steps

1: dihydrogen peroxide; hydrogen bromide; acetic acid / Petroleum ether / 1 h / 20 °C / Inert atmosphere

2: dimethylsulfide borane complex / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

3: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.08 h / 160 °C / Microwave irradiation; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide borane complex; hydrogen bromide; dihydrogen peroxide; sodium carbonate; acetic acid; In tetrahydrofuran; 1,2-dimethoxyethane; water; Petroleum ether; 3: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.tet.2012.10.009

Reference yield:

: 1277192-87-6
2-phenyl-6-bromo-5,7,8-trimethyl-1,4-benzoxazinone

: 1277193-52-8
(E)-3,4-dihydro-5,7,8-trimethyl-2-phenyl-6-styryl-2H-benzo[b][1,4]oxazine

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylsulfide borane complex / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

2: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 1,2-dimethoxyethane; water / 0.08 h / 160 °C / Microwave irradiation; Inert atmosphere

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; dimethylsulfide borane complex; sodium carbonate; In tetrahydrofuran; 1,2-dimethoxyethane; water; 2: |Suzuki-Miyaura Coupling;
DOI:10.1016/j.tet.2012.10.009