3-Isopropylindoline

Base Information

• Chemical Name: 3-Isopropylindoline
• CAS No.: 67932-69-8
• Molecular Formula: C₁₁H₁₅N
• Molecular Weight: 161.247
• European Community (EC) Number: 834-514-9
• Mol file: 67932-69-8.mol

Synonyms:3-isopropylindoline;67932-69-8;3-propan-2-yl-2,3-dihydro-1H-indole;3-(propan-2-yl)-2,3-dihydro-1H-indole;SCHEMBL1615464;MFCD18809031;AKOS022531912;SB65440;s10855;AS-54504;EN300-185634

Chemical Property of 3-Isopropylindoline

Chemical Property:

• Boiling Point: 72 - 75 °C (0.9 mmHg)
• PSA: 12.03000
• LogP: 2.98970
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 161.120449483
• Heavy Atom Count: 12
• Complexity: 153

Purity/Quality:

97%Min ^*data from raw suppliers

3-Isopropylindoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1CNC2=CC=CC=C12

Technology Process of 3-Isopropylindoline

There total 6 articles about 3-Isopropylindoline 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: 71.0%

3-isopropyl indole (16886-00-3) → 3-isopropylindoline (67932-69-8)

Guidance literature:

3-isopropyl indole; With sodium cyanoborohydride; acetic acid; at 20 ℃; for 2h;

With sodium hydroxide; Cooling with ice;

DOI:10.1021/jm901559e

Reference yield: 33.0%

3-isopropyl-1,3-dihydroindol-2-one (108665-93-6,4679-87-2) → 3-isopropylindoline (67932-69-8) + 3-isopropyl indole (16886-00-3)

Guidance literature:

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1039/c1ob05527e

Reference yield:

2-oxoindole (59-48-3) → 3-isopropylindoline (67932-69-8) + 3-isopropyl indole (16886-00-3)

Guidance literature:

Multi-step reaction with 3 steps

1: piperidine / ethanol / 2.5 h / Inert atmosphere; Reflux

2: palladium on carbon; hydrogen / methanol; dichloromethane / 4 h

3: dimethylsulfide borane complex / tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

With piperidine; dimethylsulfide borane complex; palladium on carbon; hydrogen; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1039/c1ob05527e

upstream raw materials:

3-isopropyl indole

isovaleraldehyde phenylhydrazone

2-oxoindole

3-Isopropylidene-1,3-dihydro-indol-2-one

Downstream raw materials:

(2S,3S)-3-(3-fluorophenyl)-3-(3-isopropyl-2,3-dihydro-1H-indol-1-yl)propane-1,2-diol

1-benzyl-3-isopropylindoline