1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde

Base Information

Chemical Name:1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde
CAS No.:1374967-30-2
Molecular Formula:C₂₂H₂₂ClNO₂
Molecular Weight:367.875
Hs Code.:

Synonyms:1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde

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Chemical Property of 1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde

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Technology Process of 1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde

There total 2 articles about 1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde 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: 88.0%

: 3587-60-8
Benzyloxymethyl chloride

: 1374967-21-1
C₁₄H₁₄ClNO

: 1374967-30-2
1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde

Guidance literature:: C₁₄H₁₄ClNO; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 ℃; Inert atmosphere;

Benzyloxymethyl chloride; With tetra-(n-butyl)ammonium iodide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.1021/ol3007056

Reference yield:

: 1019775-14-4
6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole

: 1374967-30-2
1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1.1: oxalyl dichloride / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

1.2: 1.5 h / 0 - 20 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 °C / Inert atmosphere

2.2: 1 h / 0 - 20 °C / Inert atmosphere

With oxalyl dichloride; sodium hydride; In dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/ol3007056

Reference yield: 35.0%

: 1374967-30-2
1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde

: C₁₃H₁₄N₂O₃

: C₃₄H₃₂ClN₃O₄

: C₃₄H₃₂ClN₃O₄

Guidance literature:: 1-((benzyloxy)methyl)-6-chloro-2-(2-methylbut-3-en-2-yl)-1H-indole-3-carbaldehyde; C₁₃H₁₄N₂O₃; With sodium methylate; In methanol; at 65 ℃;

With chloro-trimethyl-silane; potassium iodide; In acetonitrile; at 80 ℃; for 1h; Overall yield = 76 %; Overall yield = 101 mg;