775-16-6

Basic information

• Product Name: 1-Benzyl-3-pyrrolidinone
• Synonyms: 1-BENZYL-3-PYRROLIDINONE;1-BENZYL-3-PYRROLIDONE;1-BENZYLPYRROLIDIN-3-ONE;1-(PHENYLMETHYL)-3-PYRROLIDINONE;N-BENZYL-3-PYRROLIDONE;N-BeNzyl-3-pyrrolidiNoNe;5 N-Benzyl-3-Pyrrolidone;1-BENZLY-3-PYRROLIDONE
• CAS NO: 775-16-6
• Molecular Formula: C₁₁H₁₃NO
• Molecular Weight: 175.23
• EINECS: 212-274-0
• Product Categories: Amines and Anilines;Carbonyl Compounds;Pyrrole&Pyrrolidine&Pyrroline;Building Blocks;Heterocyclic Building Blocks;Pyrrolidines;Pharmaceutical Intermediates;Building Blocks;C11 to C12;Chemical Synthesis;Heterocyclic Building Blocks
• Mol File: 775-16-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 77 °C0.01 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: White to off-white/Crystalline Powder, Crystals or Chunks
• Density: 1.091 g/mL at 25 °C(lit.)
• Vapor Pressure: 7.38E-05mmHg at 25°C
• Refractive Index: n20/D 1.539(lit.)
• Storage Temp.: 2-8°C
• PKA: 5.56±0.20(Predicted)
• BRN: 1526217
• CAS DataBase Reference: 1-Benzyl-3-pyrrolidinone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Benzyl-3-pyrrolidinone(775-16-6)
• EPA Substance Registry System: 1-Benzyl-3-pyrrolidinone(775-16-6)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-37/39-24/25-36
• WGK Germany: 3
• F: 10
• HazardClass: IRRITANT, KEEP COLD
• Hazardous Substances Data: 775-16-6(Hazardous Substances Data)

Usage

Chemical Properties

clear yellow liquid

Uses

Different sources of media describe the Uses of 775-16-6 differently. You can refer to the following data:
1. Substrate used to prepare chiral, alkenyl sulfoximines leading to highly functionalized diazabicycles.1
2. 1-Benzyl-3-pyrrolidinone is a substrate used to prepare chiral, alkenyl sulfoximines leading to highly functionalized diazabicycles.
3. 1-Benzyl-3-pyrrolidinone was used as starting reagent in the synthesis of vinyl triflate. It was used to prepare chiral, alkenyl sulfoximines leading to highly functionalized diazabicycles.

General Description

The equilibrium constant for the ketoreductase-catalyzed reduction reaction of 1-benzyl-3-pyrrolidinone has been measured in n-hexane. 1-Benzyl-3-pyrrolidinone on enzymatic asymmetric reduction yields enantiopure 1-benzyl-3-hydroxypyrrolidine, well known intermediate for various drugs.

InChI:InChI=1/C11H13NO/c13-11-6-7-12(9-11)8-10-4-2-1-3-5-10/h1-5H,6-9H2/p+1

Upstream product

• 96-42-4 pyrrolidin-3-one 
• 100-51-6 benzyl alcohol 
• 101385-90-4 (R)-N-benzyl-3-hydroxypyrrolidine 
• 100-46-9 benzylamine 
• 775-15-5 1-benzyl-3-pyrrolidinol 
• 155622-69-8 bromomethyl vinyl ketone 
• 107771-02-8 3-benzylamino-N,N-diethyl-propionamide 
• 86269-11-6 (Tributylstannyl)methyl methanesulfonate 

Downstream Products

• 145090-28-4 3-Amino-1-benzyl-pyrrolidine-3-carbonitrile 
• 95274-12-7 N-Benzyl-3-(carbomethoxymethyl)pyrrolidine 
• 877213-05-3 4-(1,4-dioxa-7-azaspiro[4.4]non-7-yl)phenylamine 
• 101385-93-7 3-oxo-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 97266-84-7 5-benzyl-1-oxa-5-azaspiro[2.4]heptane 
• 848951-85-9 1-[6-(1-benzyl-pyrrolidin-3-ylamino)-2,3-dihydro-indol-1-yl]-ethanone 
• 562839-80-9 1-benzyl-4-benzhydryl-3-pyrrolidone 
• 717923-54-1 C₃₆H₄₀F₆N₄O 
• 71916-77-3 1'-benzyl-2,3-dihydrospiro 
• 82830-95-3 C₂₂H₂₂N₂O 
• 82831-05-8 C₂₂H₂₂N₂O 
• 172477-98-4 1-benzyl-3-<(t-butyloxycarbonyl)methylamino>-pyrrolidine 
• 172477-94-0 1-benzyl-3-methylpropionylamino-pyrrolidine 
• 96567-94-1 N-(1-benzyl-3-methylpyrrolidin-3-yl)acetamide 

Relevant articles and documents

Synthesis method of 3-aminopyrrolidine dihydrochloride

The invention discloses a synthetic method of 3-aminopyrrolidine dihydrochloride. The synthetic method comprises the following steps: preparing benzyl-(3-ethoxy-3-alkenyl)-(1-vinyl ethoxy methyl) amine liquid; preparation of a 1-benzyl-3-pyrrolidone solution; preparation of a 1-benzyl-3-aminopyrrolidine solution; preparing a 1-benzyl-3-aminopyrrolidine salt; preparing a 3-aminopyrrolidine solution; the yield and purity of the 3-aminopyrrolidine dihydrochloride are improved by controlling the activity of the reaction main materials of each part in a segmented manner and carrying out a directional hydrogenation manner.

Chemoselective Continuous Ru-Catalyzed Hydrogen-Transfer Oppenauer-Type Oxidation of Secondary Alcohols

A continuous flow method for the selective oxidation of secondary alcohols is reported. The method is based on an Oppenauer-type ruthenium-catalyzed hydrogen-transfer process that uses acetone as both solvent and oxidant. The process utilizes a low loading (1 mol%) of the commercially available ruthenium catalyst [Ru(p-cymene)Cl2]2 and triethylamine as a base and can be successfully applied to a range of different substrates, with a good level of functional group tolerance.

Identification of a novel class of succinyl-nitrile-based Cathepsin S inhibitors

The synthesis and in vitro activities of a series of succinyl-nitrile-based inhibitors of Cathepsin S are described. Several members of this class show nanomolar inhibition of the target enzyme as well as cellular potency. The inhibitors displaying the greatest potency contain N-alkyl substituted piperidine and pyrrolidine rings spiro-fused to the α-carbon of the P1 residue.