6-Chloroacetyl-1-(2,2-dimethylpropanoyl)indole

Base Information

• Chemical Name: 6-Chloroacetyl-1-(2,2-dimethylpropanoyl)indole
• CAS No.: 116621-13-7
• Molecular Formula: C15H16 Cl N O2
• Molecular Weight: 277.751
• DSSTox Substance ID: DTXSID00431890
• Wikidata: Q82245908
• Mol file: 116621-13-7.mol

Synonyms:116621-13-7;6-CHLOROACETYL-1-(2,2-DIMETHYLPROPANOYL)INDOLE;1-(6-(2-Chloroacetyl)-1H-indol-1-yl)-2,2-dimethylpropan-1-one;1-[6-(2-CHLOROACETYL)INDOL-1-YL]-2,2-DIMETHYLPROPAN-1-ONE;1-[6-(2-chloroacetyl)-1H-indol-1-yl]-2,2-dimethylpropan-1-one;6-Chloroacetyl-1-pivaloylindole;SCHEMBL6742651;DTXSID00431890;AKOS015965001;1-[6-(Chloroacetyl)-1H-indol-1-yl]-2,2-dimethylpropan-1-one

Chemical Property of 6-Chloroacetyl-1-(2,2-dimethylpropanoyl)indole

Chemical Property:

• PSA: 39.07000
• LogP: 3.74910
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 277.0869564
• Heavy Atom Count: 19
• Complexity: 375

Purity/Quality:

6-CHLOROACETYL-1-(2,2-DIMETHYLPROPANOYL)INDOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)C(=O)N1C=CC2=C1C=C(C=C2)C(=O)CCl

Technology Process of 6-Chloroacetyl-1-(2,2-dimethylpropanoyl)indole

There total 4 articles about 6-Chloroacetyl-1-(2,2-dimethylpropanoyl)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: 4.0%

N-pivaloyl indole (70957-04-9) + chloroacetyl chloride (79-04-9) → 6-chloroacetyl-1-pivaloylindole (116621-13-7) + 4-chloroacetyl-1-pivaloylindole

Guidance literature:

With aluminium trichloride; In 1,2-dichloro-ethane; at 20 ℃;

DOI:10.1016/S0040-4039(00)77009-2

Reference yield:

indole (120-72-9) → 6-chloroacetyl-1-pivaloylindole (116621-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 60percent NaH / 1.) DMF, 0 deg C, 15 min, 2.) DMF, 4 deg C, 15 min

2: AlCl₃ / 1.) 1,2-dichloroethane, 0 deg C, 20 min then 20 deg C, 2.) 1,2-dichloroethane, 20 deg C, 15 min

With aluminium trichloride; sodium hydride;

DOI:10.1055/s-1994-25626

Reference yield:

pivaloyl chloride (3282-30-2) → 6-chloroacetyl-1-pivaloylindole (116621-13-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) 60percent NaH / 1.) DMF, 0 deg C, 15 min, 2.) DMF, 4 deg C, 15 min

2: AlCl₃ / 1.) 1,2-dichloroethane, 0 deg C, 20 min then 20 deg C, 2.) 1,2-dichloroethane, 20 deg C, 15 min

With aluminium trichloride; sodium hydride;

DOI:10.1055/s-1994-25626

upstream raw materials:

N-pivaloyl indole

chloroacetyl chloride

indole

pivaloyl chloride

Downstream raw materials:

6-methoxylindole

Refernces

• 1、 Nakatsuka, Shin-ishi,Teranishi, Katsunori,Goto, Toshio. "FORMATION OF 6-ACYLINDOLES FROM 1-ACYLINDOLES". . p. 2699 - 2700. Retrieved 2007/10/02.