2,3-dimethyl-2,3-dihydro-1H-indole

Base Information

• Chemical Name: 2,3-dimethyl-2,3-dihydro-1H-indole
• CAS No.: 10276-90-1
• Molecular Formula: C10H13 N
• Molecular Weight: 147.22
• Mol file: 10276-90-1.mol

Synonyms:1H-Indole,2,3-dihydro-2,3-dimethyl-, cis- (9CI); Indoline, 2,3-dimethyl-, cis- (8CI); NSC62098

Chemical Property of 2,3-dimethyl-2,3-dihydro-1H-indole

Chemical Property:

• Vapor Pressure: 0.0308mmHg at 25°C
• Boiling Point: 244.2°C at 760 mmHg
• Flash Point: 100°C
• Density: 0.952g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3-dimethyl-2,3-dihydro-1H-indole

There total 2 articles about 2,3-dimethyl-2,3-dihydro-1H-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:

2-isopropyl-4-nitrobenzenesulfonyl chloride + (+/-)-2,3-dimethylindoline (10276-90-1) → (-)-(S,S)-cis-2,3-dimethylindoline (7356-42-5,10276-90-1,22120-50-9,77210-46-9) + 1-((2-isopropyl-4-nitrophenyl)sulfonyl)-(2R,3R)-dimethylindoline + 1-((2-isopropyl-4-nitrophenyl)sulfonyl)-cis-2,3-dimethylindoline

Guidance literature:

With 4-(dimethylamino)-2-(5’-phenyl-3,5-bis(trifluoromethyl)-[1,1':3',1''-terphenyl]-2-yl)pyridine-N-oxide; N-ethyl-N,N-diisopropylamine; In toluene; at -78 ℃; for 3h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/anie.201700977

Reference yield:

2,3-dimethylindole (91-55-4) → (-)-(S,S)-cis-2,3-dimethylindoline (7356-42-5,10276-90-1,22120-50-9,77210-46-9) + 1-((2-isopropyl-4-nitrophenyl)sulfonyl)-(2R,3R)-dimethylindoline

Guidance literature:

Multi-step reaction with 2 steps

1: sodium cyanoborohydride; acetic acid / 12 h / 20 °C / Inert atmosphere

2: 4-(dimethylamino)-2-(5’-phenyl-3,5-bis(trifluoromethyl)-[1,1':3',1''-terphenyl]-2-yl)pyridine-N-oxide; N-ethyl-N,N-diisopropylamine / toluene / 3 h / -78 °C / Inert atmosphere

With 4-(dimethylamino)-2-(5’-phenyl-3,5-bis(trifluoromethyl)-[1,1':3',1''-terphenyl]-2-yl)pyridine-N-oxide; sodium cyanoborohydride; acetic acid; N-ethyl-N,N-diisopropylamine; In toluene;

DOI:10.1002/anie.201700977

Reference yield: 82.0%

(+/-)-2,3-dimethylindoline (10276-90-1) → 2,3-dimethylindole (91-55-4)

Guidance literature:

With dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II); oxygen; In ethyl acetate; at 70 ℃; for 46h; under 760.051 Torr; Sealed tube;

DOI:10.1002/chem.202001961

upstream raw materials:

2,3-dimethylindole

Downstream raw materials:

(-)-(S,S)-cis-2,3-dimethylindoline

2,3-dimethylindole