1-[4-(1-benzyl-4-chloroindol-3-yl)-benzo[1,3]dioxol-5-yl]-propan-1-one

Base Information

Chemical Name:1-[4-(1-benzyl-4-chloroindol-3-yl)-benzo[1,3]dioxol-5-yl]-propan-1-one
CAS No.:1371592-09-4
Molecular Formula:C₂₅H₂₀ClNO₃
Molecular Weight:417.892
Hs Code.:

Synonyms:1-[4-(1-benzyl-4-chloroindol-3-yl)-benzo[1,3]dioxol-5-yl]-propan-1-one

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Chemical Property of 1-[4-(1-benzyl-4-chloroindol-3-yl)-benzo[1,3]dioxol-5-yl]-propan-1-one

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Technology Process of 1-[4-(1-benzyl-4-chloroindol-3-yl)-benzo[1,3]dioxol-5-yl]-propan-1-one

There total 7 articles about 1-[4-(1-benzyl-4-chloroindol-3-yl)-benzo[1,3]dioxol-5-yl]-propan-1-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: 88.0%

: 1371592-03-8
1-(4-bromo-benzo[1,3]dioxol-5-yl)-propan-1-one

: 1371591-91-1
1-benzyl-4-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-indole

: 1371592-09-4
1-[4-(1-benzyl-4-chloroindol-3-yl)-benzo[1,3]dioxol-5-yl]-propan-1-one

Guidance literature:: With potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; at 90 ℃; for 4h; Inert atmosphere;
DOI:10.1021/jo300052z

Reference yield:

: 25235-85-2
4-chloro-1H-indole

: 1371592-09-4
1-[4-(1-benzyl-4-chloroindol-3-yl)-benzo[1,3]dioxol-5-yl]-propan-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.67 h / 0 - 20 °C / Inert atmosphere

1.2: 1 h / 0 - 45 °C / Inert atmosphere

2.1: N-iodo-succinimide / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

3.1: tert.-butyl lithium / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

4.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 4 h / 90 °C / Inert atmosphere

With potassium phosphate; N-iodo-succinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butyl lithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; mineral oil; 4.1: Suzuki-Miyaura coupling;
DOI:10.1021/jo300052z

Reference yield:

: 77801-60-6
4-chloro-1-benzyl-1H-indole

: 1371592-09-4
1-[4-(1-benzyl-4-chloroindol-3-yl)-benzo[1,3]dioxol-5-yl]-propan-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: N-Bromosuccinimide / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.33 h / -78 °C / Inert atmosphere

2.2: 1 h / -78 °C / Inert atmosphere

3.1: potassium phosphate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene / 4 h / 90 °C / Inert atmosphere

With potassium phosphate; N-Bromosuccinimide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; tert.-butyl lithium; In tetrahydrofuran; N,N-dimethyl-formamide; toluene; pentane; 3.1: Suzuki-Miyaura coupling;
DOI:10.1021/jo300052z