4-((6-(benzylamino)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)benzonitrile

Base Information

Chemical Name:4-((6-(benzylamino)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)benzonitrile
CAS No.:1415680-04-4
Molecular Formula:C₂₃H₂₀N₂O₃
Molecular Weight:372.423
Hs Code.:

Synonyms:4-((6-(benzylamino)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)benzonitrile

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Chemical Property of 4-((6-(benzylamino)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)benzonitrile

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Technology Process of 4-((6-(benzylamino)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)benzonitrile

There total 4 articles about 4-((6-(benzylamino)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)benzonitrile 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:

: 1415680-02-2
C₁₆H₁₄N₂O₃

: 100-52-7
benzaldehyde

: 1415680-04-4
4-((6-(benzylamino)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)benzonitrile

Guidance literature:: C₁₆H₁₄N₂O₃; benzaldehyde; In methanol; at 20 ℃; for 12h; Inert atmosphere; Molecular sieve;

With sodium tetrahydroborate; In methanol; for 1h; Molecular sieve; Inert atmosphere;
DOI:10.1016/j.ejmech.2012.10.001

Reference yield:

: 3316-09-4
1,2-dihydroxy-4-nitrobenzene

: 1415680-04-4
4-((6-(benzylamino)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)benzonitrile

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 12 h / 80 °C

2.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48.5 h / 0 °C / Reflux

3.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C / 18751.9 Torr

4.1: methanol / 12 h / 20 °C / Inert atmosphere; Molecular sieve

4.2: 1 h / Molecular sieve; Inert atmosphere

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; sodium hydride; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; mineral oil; 2.1: |Mitsunobu Displacement;
DOI:10.1016/j.ejmech.2012.10.001

Reference yield:

: 2271-72-9
(6-nitro-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol

: 1415680-04-4
4-((6-(benzylamino)-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methoxy)benzonitrile

Guidance literature:: Multi-step reaction with 3 steps

1.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 48.5 h / 0 °C / Reflux

2.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h / 20 °C / 18751.9 Torr

3.1: methanol / 12 h / 20 °C / Inert atmosphere; Molecular sieve

3.2: 1 h / Molecular sieve; Inert atmosphere

With di-isopropyl azodicarboxylate; palladium 10% on activated carbon; hydrogen; triphenylphosphine; In tetrahydrofuran; methanol; 1.1: |Mitsunobu Displacement;
DOI:10.1016/j.ejmech.2012.10.001