872-81-1

Basic information

• Product Name: 5-propyl-3,4-dihydro-2H-pyrrole
• Synonyms: 2H-pyrrole, 3,4-dihydro-5-propyl-
• CAS NO: 872-81-1
• Molecular Formula: C₇H₁₃N
• Molecular Weight: 111.1848
• Mol File: 872-81-1.mol

Chemical Properties

• Boiling Point: 145.3°C at 760 mmHg
• Flash Point: 32.8°C
• Density: 0.92g/cm³
• Vapor Pressure: 6.16mmHg at 25°C
• Refractive Index: 1.496
• CAS DataBase Reference: 5-propyl-3,4-dihydro-2H-pyrrole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-propyl-3,4-dihydro-2H-pyrrole(872-81-1)
• EPA Substance Registry System: 5-propyl-3,4-dihydro-2H-pyrrole(872-81-1)

Safety Data

• Hazardous Substances Data: 872-81-1(Hazardous Substances Data)

Upstream product

• 5264-35-7 2-methoxy-1-pyrroline 
• 2417-93-8 propyllithium 
• 113236-58-1 2-Pyrrolidin-(2Z)-ylidene-butyric acid ethyl ester 

Downstream Products

• 133447-37-7 2-propionyl-1-pyrroline 

Relevant articles and documents

Method for synthesizing 2-propionyl-1-pyrroline

The invention belongs to the technical field of chemical synthesis, in particular to a method for synthesizing 2-propionyl-1-pyrroline, comprising the steps of: 1) dissolving pyrrolidine-2-one in dichloromethane, adding dimethylaminopyridine and triethylamine, adding di-tert-butyl dicarbonate under stirring, and after the reaction is finished, conducting washing with distilled water and saturatedbrine; 2) dissolving the intermediate product obtained in the above step in tetrahydrofuran, dropwise adding tetramethylethylenediamine and a Grignard reagent in a low temperature environment to obtain N-boc-4-oxo-aminoheptane; 3) reacting the N-boc-4-oxo-aminoheptane with trifluoroacetic acid to remove the Boc group to obtain propylpyrroline; and 4) conducting specific oxidation on the propylpyrroline by selenium dioxide to obtain a final product 2-propionyl-1-pyrroline. The method has the advantages of simple operation, low cost, low energy consumption, high yield, high product purity and the like, and is more suitable for industrial production.

A general method for the synthesis of the most powerful naturally?occurring Maillard flavors

The natural flavors 2-acetyl-1-pyrroline 1a, 2-propionyl-1-pyrroline 1b, 2-acetyl-3,4,5,6-tetrahydropyridine 1c, 2-acetyl-2-thiazoline 1d, 2-propionyl-2-thiazoline 1e, and the artificial flavor 2-acetyl-5,6-dihydro-4H-1,3-thiazine 1f have been prepared by catalytic SeO2 oxidation of the corresponding cyclic imines 6a-c and sulfur cyclic imines 7a-c using TBHP as co-oxidant. The oxidation of the pyrrolines 1a and b is completely regioselective. Professional olfactory evaluation together with the odor threshold of the new flavor 1f is reported.

CYCLIC β-ENAMINOESTERS DECARBOXYLATION WITH BORIC ACID : A CONVENIENT SYNTHESIS OF CYCLIC IMINES

Δ1-pyrrolines, Δ1-piperideines and 1-aza 1-cycloheptenes are formed in good yields from the decarboxylation of alkylated cyclic β-enaminoesters with boric acid.

Reaction of Organolithium Reagents with Lactim Ethers: Preparation of Cyclic 2-Alkyl Imines or 2,2-Dialkyl Amines

The reaction of lactim ethers 1-3 with organolithium reagents has been found to be an effective method for the preparation of cyclic 2-alkyl imines 4-6.The method is most effective for the preparation of 2-aryl and sterically hindered 2-alkyl imines.In addition, treatment of 1-3 with excess organolithium provides a facile route to the rare cyclic 2,2-dialkyl amine derivatives 7-9.These reactions are characterized by mild reaction conditions and good yields and constitute a superior route to the title compounds.