(E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one

Base Information

Chemical Name:(E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one
CAS No.:1334544-44-3
Molecular Formula:C₂₉H₂₉NO₂
Molecular Weight:423.555
Hs Code.:

Synonyms:(E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one

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Chemical Property of (E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one

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Technology Process of (E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one

There total 5 articles about (E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one 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: 70.0%

: 1263209-59-1
1-benzyl-3-iodo-indole-2(1H)-carboxylic acid

: 83768-63-2
(7E)-1-(but-3-en-1-yn-4-yl)-2,6,6-trimethylcyclohex-2-ene

: 1334544-44-3
(E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one

Guidance literature:: 1-benzyl-3-iodo-indole-2(1H)-carboxylic acid; With potassium carbonate; In N,N-dimethyl-formamide; for 0.25h; Inert atmosphere;

(7E)-1-(but-3-en-1-yn-4-yl)-2,6,6-trimethylcyclohex-2-ene; With copper(l) iodide; In N,N-dimethyl-formamide; at 120 - 123 ℃; for 48h; regioselective reaction; Inert atmosphere;
DOI:10.1021/jo201528u

Reference yield:

Indole-2-carboxylic acid: 1477-50-5,1228050-17-6
Indole-2-carboxylic acid

: 1334544-44-3
(E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: sulfuric acid / 24 h / Inert atmosphere; Reflux

2.1: N-chloro-succinimide; sodium iodide / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide / 0 °C / Inert atmosphere

3.2: 0 - 20 °C / Inert atmosphere

4.1: potassium hydroxide / ethanol / 24 h / Reflux

5.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / Inert atmosphere

5.2: 48 h / 120 - 123 °C / Inert atmosphere

With N-chloro-succinimide; sulfuric acid; sodium hydride; potassium carbonate; sodium iodide; potassium hydroxide; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo201528u

Reference yield:

: 3770-50-1,117770-52-2
2-carbethoxyindole

: 1334544-44-3
(E)-9-benzyl-3-[2-(2,6,6-trimethylcyclohex-2-enyl)vinyl]indolo[2,3-c]pyrane-1(9H)-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: N-chloro-succinimide; sodium iodide / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

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

2.2: 0 - 20 °C / Inert atmosphere

3.1: potassium hydroxide / ethanol / 24 h / Reflux

4.1: potassium carbonate / N,N-dimethyl-formamide / 0.25 h / Inert atmosphere

4.2: 48 h / 120 - 123 °C / Inert atmosphere

With N-chloro-succinimide; sodium hydride; potassium carbonate; sodium iodide; potassium hydroxide; In ethanol; N,N-dimethyl-formamide;
DOI:10.1021/jo201528u