(E)-5-[4-(benzyloxy)benzylidene]-7-chloro-8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepine

Base Information

Chemical Name:(E)-5-[4-(benzyloxy)benzylidene]-7-chloro-8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepine
CAS No.:1352658-16-2
Molecular Formula:C₂₅H₂₃ClO₃
Molecular Weight:406.909
Hs Code.:

Synonyms:(E)-5-[4-(benzyloxy)benzylidene]-7-chloro-8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepine

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Chemical Property of (E)-5-[4-(benzyloxy)benzylidene]-7-chloro-8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepine

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Technology Process of (E)-5-[4-(benzyloxy)benzylidene]-7-chloro-8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepine

There total 4 articles about (E)-5-[4-(benzyloxy)benzylidene]-7-chloro-8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepine 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: 59.0%

: 1352658-15-1
(Z)-2,2'-{1-[4-(benzyloxy)phenyl]-5-(2-bromo-4-chloro-5-methoxyphenoxy)pent-1-ene-1,2-diyl}bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

: 1352658-16-2
(E)-5-[4-(benzyloxy)benzylidene]-7-chloro-8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepine

Guidance literature:: With bis(tri-t-butylphosphine)palladium⁽⁰⁾; caesium carbonate; In 1,2-dimethoxyethane; water; at 80 ℃; for 48h;
DOI:10.1002/anie.201104858

Reference yield:

: 1352658-12-8
5-chloro-4-methoxy-2-(trimethylsilyl)phenyl triflate

: 1352658-16-2
(E)-5-[4-(benzyloxy)benzylidene]-7-chloro-8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepine

Guidance literature:: Multi-step reaction with 3 steps

1: potassium fluoride; 18-crown-6 ether / 1,2-dimethoxyethane / 27 h / -15 °C / Inert atmosphere

2: tetrakis(triphenylphosphine)platinum⁽⁰⁾ / N,N-dimethyl-formamide / 22 h / 80 °C

3: bis(tri-t-butylphosphine)palladium⁽⁰⁾; caesium carbonate / 1,2-dimethoxyethane; water / 48 h / 80 °C

With potassium fluoride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; 18-crown-6 ether; tetrakis(triphenylphosphine)platinum⁽⁰⁾; caesium carbonate; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 2: Suzuki-Miyaura coupling;
DOI:10.1002/anie.201104858

Reference yield:

: 1352658-13-9
1-(benzyloxy)-4-(bromoethynyl)benzene

: 1352658-16-2
(E)-5-[4-(benzyloxy)benzylidene]-7-chloro-8-methoxy-2,3,4,5-tetrahydrobenzo[b]oxepine

Guidance literature:: Multi-step reaction with 3 steps

1: potassium fluoride; 18-crown-6 ether / 1,2-dimethoxyethane / 27 h / -15 °C / Inert atmosphere

2: tetrakis(triphenylphosphine)platinum⁽⁰⁾ / N,N-dimethyl-formamide / 22 h / 80 °C

3: bis(tri-t-butylphosphine)palladium⁽⁰⁾; caesium carbonate / 1,2-dimethoxyethane; water / 48 h / 80 °C

With potassium fluoride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; 18-crown-6 ether; tetrakis(triphenylphosphine)platinum⁽⁰⁾; caesium carbonate; In 1,2-dimethoxyethane; water; N,N-dimethyl-formamide; 2: Suzuki-Miyaura coupling;
DOI:10.1002/anie.201104858