(E/Z)-1-benzyl-3-(prop-1-en-1-yl)-1H-indole

Base Information

• Chemical Name: (E/Z)-1-benzyl-3-(prop-1-en-1-yl)-1H-indole
• CAS No.: 1356584-58-1
• Molecular Formula: C₁₈H₁₇N
• Molecular Weight: 247.34
• Mol file: 1356584-58-1.mol

Synonyms:(E/Z)-1-benzyl-3-(prop-1-en-1-yl)-1H-indole

Chemical Property of (E/Z)-1-benzyl-3-(prop-1-en-1-yl)-1H-indole

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (E/Z)-1-benzyl-3-(prop-1-en-1-yl)-1H-indole

There total 2 articles about (E/Z)-1-benzyl-3-(prop-1-en-1-yl)-1H-indole 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: 57.0%

ethyltriphenylphosphonium bromide (1530-32-1) + 1-Benzylindole-3-carboxaldehyde (10511-51-0) → (E/Z)-1-benzyl-3-(prop-1-en-1-yl)-1H-indole (1356584-58-1)

Guidance literature:

ethyltriphenylphosphonium bromide; With phenyllithium; In tetrahydrofuran; dibutyl ether; at 20 ℃; for 0.166667h; Inert atmosphere;

1-Benzylindole-3-carboxaldehyde; In tetrahydrofuran; diethyl ether; dibutyl ether; at -78 - -30 ℃; for 0.583333h; optical yield given as %de; Further stages; Inert atmosphere;

DOI:10.1002/anie.201105562

Reference yield:

Indole-3-carboxaldehyde (487-89-8,1228547-52-1) + ethyltriphenylphosphonium bromide (1530-32-1) + benzyllithium (766-04-1) → 1-benzyl-3-((Z)-prop-1-enyl)-1H-indole (1356584-59-2) + (E/Z)-1-benzyl-3-(prop-1-en-1-yl)-1H-indole (1356584-58-1)

Guidance literature:

ethyltriphenylphosphonium bromide; benzyllithium; With n-butyllithium; In tetrahydrofuran; at 20 ℃; for 0.166667h; Inert atmosphere;

Indole-3-carboxaldehyde; In tetrahydrofuran; at -78 - 20 ℃; Overall yield = 57 %; Overall yield = 212 mg; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01437

Reference yield:

(E/Z)-1-benzyl-3-(prop-1-en-1-yl)-1H-indole (1356584-58-1) + [1,4]naphthoquinone (130-15-4) → C28H23NO2

Guidance literature:

With 2C₅₀H₅₆O₄P^(1-)*Mg⁽²⁺⁾; In methyl cyclohexane; at -25 ℃; Molecular sieve; Inert atmosphere;

DOI:10.1021/acs.orglett.9b01437

upstream raw materials:

ethyltriphenylphosphonium bromide

1-Benzylindole-3-carboxaldehyde

Indole-3-carboxaldehyde

benzyllithium