3-(dimethylallyl)indole

Base Information

• Chemical Name: 3-(dimethylallyl)indole
• CAS No.: 17771-42-5
• Molecular Formula: C13H15 N
• Molecular Weight: 185.269
• Mol file: 17771-42-5.mol

Synonyms:1H-Indole,3-(3-methyl-2-butenyl)- (9CI); Indole, 3-(3-methyl-2-butenyl)- (8CI);3-(3-Methyl-2-butenyl)-1H-indole; 3-(3-Methyl-2-butenyl)indole; 3-Prenylindole

Chemical Property of 3-(dimethylallyl)indole

Chemical Property:

• Vapor Pressure: 0.00109mmHg at 25°C
• Boiling Point: 310.6°Cat760mmHg
• Flash Point: 130.5°C
• PSA: 15.79000
• Density: 1.028g/cm³
• LogP: 3.63150

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-(dimethylallyl)indole

There total 26 articles about 3-(dimethylallyl)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: 95.0%

3-(3-methylbut-2-en-1-yl)-1-(phenylsulfonyl)-1H-indole (102210-79-7) → 3-(3-methyl-2-butenyl)indole (17771-42-5)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In methanol; for 1h; Ambient temperature;

DOI:10.1021/jo00362a031

Reference yield: 91.0%

indole (120-72-9) + prenyl bromide (870-63-3) → 2-(3-methylbut-2-enyl)-1H-indole (33588-68-0) + 3-(3-methyl-2-butenyl)indole (17771-42-5)

Guidance literature:

With ammonium bicarbonate; In water; acetone; at 20 ℃; for 2h;

DOI:10.1021/ol0618555

Reference yield: 90.0%

indole (120-72-9) + prenyl bromide (870-63-3) → 3-(3-methyl-2-butenyl)indole (17771-42-5)

Guidance literature:

With zinc; In tetrahydrofuran; at 20 ℃; for 4h;

DOI:10.1016/S0040-4039(02)00971-1

upstream raw materials:

indole

prenyl bromide

2-methyl-3-buten-2-ol

prenyl diisopropyl phosphate

Downstream raw materials:

3-(3-methylbut-2-en-1-yl)-1-(phenylsulfonyl)-1H-indole

Refernces

• 1、 Hu, Yan-Cheng,Ji, Ding-Wei,Zhao, Chao-Yang,Zheng, Hao,Chen, Qing-An. "Catalytic Prenylation and Reverse Prenylation of Indoles with Isoprene: Regioselectivity Manipulation through Choice of Metal Hydride". . p. 5438 - 5442. Retrieved 2019.
• 2、 -. "Method for introducing isopentenyl to C3 site of indole". Paragraph 0030-0033; 0037; 0041; 0043. . Retrieved 2020/08/18.