diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylcyclohexa-1,4-dien-1-ylphosphonate

Base Information

Chemical Name:diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylcyclohexa-1,4-dien-1-ylphosphonate
CAS No.:1310480-03-5
Molecular Formula:C₁₃H₂₀BrF₂O₃P
Molecular Weight:373.175
Hs Code.:

Synonyms:diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylcyclohexa-1,4-dien-1-ylphosphonate

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Chemical Property of diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylcyclohexa-1,4-dien-1-ylphosphonate

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Technology Process of diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylcyclohexa-1,4-dien-1-ylphosphonate

There total 2 articles about diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylcyclohexa-1,4-dien-1-ylphosphonate 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:

: 1310479-98-1
diethyl 3-bromo-3,3-difluoro-2-oxopropylphosphonate

: 1310480-03-5
diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylcyclohexa-1,4-dien-1-ylphosphonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -45 °C / Inert atmosphere

1.2: 9 h / -40 - 7 °C / Inert atmosphere

2.1: 2,6-di-tert-butyl-4-methyl-phenol / toluene / 2 h / 140 °C / Inert atmosphere; Sealed vessel

With 2,6-di-tert-butyl-4-methyl-phenol; N-ethyl-N,N-diisopropylamine; In dichloromethane; toluene; 2.1: Diels-Alder reaction;
DOI:10.1016/j.tet.2011.03.076

Reference yield:

: 683-08-9
Diethyl methylphosphonate

: 1310480-03-5
diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylcyclohexa-1,4-dien-1-ylphosphonate

Guidance literature:: Multi-step reaction with 3 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / -95 °C / Inert atmosphere

1.2: 1 h / -95 - -90 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / -45 °C / Inert atmosphere

2.2: 9 h / -40 - 7 °C / Inert atmosphere

3.1: 2,6-di-tert-butyl-4-methyl-phenol / toluene / 2 h / 140 °C / Inert atmosphere; Sealed vessel

With n-butyllithium; 2,6-di-tert-butyl-4-methyl-phenol; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; toluene; 3.1: Diels-Alder reaction;
DOI:10.1016/j.tet.2011.03.076

Reference yield: 85.0%

: 1310480-03-5
diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylcyclohexa-1,4-dien-1-ylphosphonate

: 1310480-07-9
diethyl 2-[bromo(difluoro)methyl]-4,5-dimethylphenylphosphonate

Guidance literature:: With aluminum oxide; potassium permanganate; In acetone; at 0 - 5 ℃; for 7.5h; Inert atmosphere;
DOI:10.1016/j.tet.2011.03.076