106366-23-8

Basic information

• Product Name: 2-(2-Phenethyl)-1-pyrroline
• Synonyms: 2-(2-Phenethyl)-1-pyrroline;2-(2-Phenylethyl)-1-pyrroline
• CAS NO: 106366-23-8
• Molecular Formula: C₁₂H₁₅N
• Molecular Weight: 173.2542
• Product Categories: Aroamtics;Heterocycles;Miscellaneous Reagents
• Mol File: 106366-23-8.mol

Chemical Properties

• Appearance: /
• Solubility: Chloroform, Dichloromethane, Methanol
• CAS DataBase Reference: 2-(2-Phenethyl)-1-pyrroline(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(2-Phenethyl)-1-pyrroline(106366-23-8)
• EPA Substance Registry System: 2-(2-Phenethyl)-1-pyrroline(106366-23-8)

Safety Data

• Hazardous Substances Data: 106366-23-8(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
2-(2-Phenethyl)-1-pyrroline is used as a synthetic building block for the development of various organic compounds. Its unique structure and chemical properties make it a versatile component in the synthesis of a wide range of molecules, including pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, 2-(2-Phenethyl)-1-pyrroline is utilized as a key intermediate in the synthesis of novel drug candidates. Its incorporation into drug molecules can potentially enhance their therapeutic properties, such as improving potency, selectivity, and pharmacokinetic profiles.
Used in Agrochemical Industry:
2-(2-Phenethyl)-1-pyrroline also finds application in the agrochemical industry, where it is employed in the synthesis of new pesticides, herbicides, and other crop protection agents. Its use in this industry can contribute to the development of more effective and environmentally friendly products.
Used in Specialty Chemicals:
In the specialty chemicals sector, 2-(2-Phenethyl)-1-pyrroline is used as a starting material for the production of various high-value chemicals. These can include fragrances, dyes, and other additives that are used across different industries, such as cosmetics, textiles, and plastics.

Upstream product

• 872-32-2 2-methyl-1H-pyrroline 
• 100-44-7 benzyl chloride 
• 100-39-0 benzyl bromide 
• 113236-59-2 3-Phenyl-2-pyrrolidin-(2Z)-ylidene-propionic acid ethyl ester 

Downstream Products

• 434941-00-1 diethyl (2-phenethylpyrrolidin-2-yl)phosphonate 
• 436099-08-0 2-(diethoxyphosphoryl)-2-phenethyl-3,4-dihydro-2H-pyrrole 1-oxide 

Relevant articles and documents

Ag(I)-Catalyzed Synthesis of Azabicyclic Alkaloid Frameworks from Ketimine-Tethered Ynones: Total Synthesis of Indolizidine 209D

An efficient Ag(I)-catalyzed π-acid activation method for the cyclization of cyclic ketimine-tethered ynones is reported. Various nitrogen-containing scaffolds commonly found in bioactive alkaloids can be prepared in high yields, and the utility of the method is demonstrated by a formal synthesis of (±)-lasubine II and in a short total synthesis of (±)-indolizidine 209D.

Synthesis, crystal structure, and ESR study of a novel phosphorylated lipophilic spin trap

In this article, the synthesis of a novel α-phosphorus-containing spin trap DEPPEPO [2-(diethoxyphosphoryl)-2-phenethyl-3,4-dihydro-2H-pyrrole-1-oxide] and the evaluation of its ability to spintrap radicals, especially superoxide and hydroxyl radicals, are described. Single crystal X-ray structure analysis reveals that there exist a lot of intramolecular nonbonded attractive interactions in the molecule. The phenethyl group is located away from the diethoxyphosphoryl group and the nitronyl plane, and only one face of the nitronyl plane is sterically hindered by the oxygen attached to the phosphorus with a double bond. The latter feature is responsible for the stereoselection of the free radical additions on the nitronyl moiety. The ability of DEPPEPO to trap the active superoxide anion radical generated in the HX/XO system and the stability of their spin adduct were investigated with that for DEPMPO. The half-life of DEPPEPO is about 13.4 min, and as a result, the DEPPEPO seems to be a promising lipophilic spin trap, perhaps in both in vitro and in vivo ESR investigation. Because DEPPEPO is a solid compound, it is quite easy to purify by recrystallization and to store the compound even at room temperature. In addition, an obvious increase in lipophilicity for DEPPEPO was found as a contribution of 2-substituted phenethyl.

Boric acid: a new regiospecific decarboxylating agent. Syntheses of cyclic imines, β-enaminones, and β-enaminodiketones from β-enaminoesters

The synthesis of cyclic imines 2, β-enaminones 6, and β-enaminodiketones 7 is described.Regio- and stereospecific thermolysis of β-enaminoesters 4 with boric acid permit these preparations in generally good yields. Key words: boric acid, cyclic β-enaminoesters, decarboxylation, cyclic imines, cyclic β-enaminones.

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.

THE PREPARATION OF "ELONGATED" NICOTINE ANALOGUES

The preparation of four nicotine analogues having one or two additional methylene units between the N-methylpyrrolidinyl moiety and the aromatic ring are reported.Also prepared are the corresponding nornicotine and myosmine analogues.The course of the Spa