(1-pentylindol-3-yl)-(2,2,3,3-tetramethylcyclopropyl)methanone

Base Information

• Chemical Name: (1-pentylindol-3-yl)-(2,2,3,3-tetramethylcyclopropyl)methanone
• CAS No.: 1199943-44-6
• Molecular Formula: C21H29NO
• Molecular Weight: 311.46

Synonyms:Methanone, (1-pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)-;UR-144;

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Chemical Property of (1-pentylindol-3-yl)-(2,2,3,3-tetramethylcyclopropyl)methanone

Chemical Property:

• Boiling Point: 426.606 °C at 760 mmHg
• Flash Point: 211.804 °C
• Density: 1.03

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1-pentylindol-3-yl)-(2,2,3,3-tetramethylcyclopropyl)methanone

There total 3 articles about (1-pentylindol-3-yl)-(2,2,3,3-tetramethylcyclopropyl)methanone 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: 91.0%

(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone (895152-66-6) + 1-Bromopentane (110-53-2) → (1-pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone (1199943-44-6)

Guidance literature:

(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

1-Bromopentane; In N,N-dimethyl-formamide; mineral oil; at 0 - 45 ℃;

DOI:10.1021/jm901214q

Reference yield:

2,2,3,3-tetramethylcyclopropane-1-carboxylic acid (15641-58-4) → (1-pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone (1199943-44-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / 2 h / Reflux

2.1: ethylmagnesium bromide / tetrahydrofuran; dichloromethane / 21 °C

2.2: 0.5 h

2.3: 6 h / 21 °C

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

3.2: 0 - 45 °C

With thionyl chloride; ethylmagnesium bromide; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm901214q

Reference yield:

2,2,3,3-tetramethylcyclopropanecarbonyl chloride (24303-61-5) → (1-pentyl-1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone (1199943-44-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethylmagnesium bromide / tetrahydrofuran; dichloromethane / 21 °C

1.2: 0.5 h

1.3: 6 h / 21 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0 - 20 °C

2.2: 0 - 45 °C

With ethylmagnesium bromide; sodium hydride; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/jm901214q

upstream raw materials:

(1H-indol-3-yl)(2,2,3,3-tetramethylcyclopropyl)methanone

1-Bromopentane

2,2,3,3-tetramethylcyclopropane-1-carboxylic acid

2,2,3,3-tetramethylcyclopropanecarbonyl chloride