1501-04-8

Basic information

• Product Name: METHYL 4-BENZOYLBUTYRATE
• Synonyms: METHYL 4-BENZOYLBUTYRATE;METHYL 5-OXO-5-PHENYLPENTANOATE;TIMTEC-BB SBB007684;Benzenepentanoic acid, delta-oxo-, methyl ester;5-keto-5-phenyl-valeric acid methyl ester;4-Carbomethoxybutyrophenone;delta-Oxobenzenepentanoic acid methyl ester;gamma-Carbomethoxybutyrophenone
• CAS NO: 1501-04-8
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.24
• Mol File: 1501-04-8.mol
• Article Data: 47

Chemical Properties

• Melting Point: -2℃
• Boiling Point: 305.09°C (rough estimate)
• Flash Point: 141°C
• Appearance: /
• Density: 1.1262 (rough estimate)
• Vapor Pressure: 0.000281mmHg at 25°C
• Refractive Index: 1.5162 (589.3 nm 20℃)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• CAS DataBase Reference: METHYL 4-BENZOYLBUTYRATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-BENZOYLBUTYRATE(1501-04-8)
• EPA Substance Registry System: METHYL 4-BENZOYLBUTYRATE(1501-04-8)

Safety Data

• Hazardous Substances Data: 1501-04-8(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Tetrahedron Letters, 30, p. 4819, 1989 DOI: 10.1016/S0040-4039(01)80517-7

InChI:InChI=1/C12H14O3/c1-15-12(14)9-5-8-11(13)10-6-3-2-4-7-10/h2-4,6-7H,5,8-9H2,1H3

Upstream product

• 186581-53-3 diazomethane 
• 1501-05-9 5-oxo-5-phenylvaleric acid 
• 292638-85-8 acrylic acid methyl ester 
• 98-86-2 acetophenone 
• 67-56-1 methanol 
• 70288-77-6 4-(Methoxycarbonylamino)buttersaeure-methylester 
• 100-52-7 benzaldehyde 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 1501-26-4 methyl 4-(chlorocarbonyl)butyrate 
• 71-43-2 benzene 
• 56721-50-7 ω-benzoylbutyryl chloride 
• 77116-24-6 C₁₁H₁₂Cl₅O₃Sb 
• 80706-73-6 benzoyl-2 cyclobutanone 
• 23253-31-8 1-phenyl-6,7,8-trioxa-bicyclo<3.2.1>octane 

Downstream Products

• 91132-81-9 5-oxo-5-phenyl-valeric acid amide 
• 41419-25-4 6-phenylpiperidin-2-one 
• 93881-04-0 5-(2,4-dinitro-phenylhydrazono)-5-phenyl-valeric acid methyl ester 
• 381294-88-8 methyl 4-(2-phenyl-1,3-dioxolan-2-yl)butanoate 
• 571170-23-5 5-phenyl-5-(p-toluenesulfonylhydrazide)methyl pentanoate 
• 1198-34-1 2-Phenylcyclopentanone 
• 603126-57-4 2-phenyl-2-((trimethylsilyl)oxy)cyclopentanone 
• 948018-38-0 methyl 5-[(3,5-dimethyl-4-methoxyphenyl)imino]-5-phenylpentanoate 
• 1194065-57-0 methyl 5-(2,2-dimethyl-4,6-dioxo-1,3-dioxan-5-ylidene)-5-phenylpentanoate 
• 1391711-08-2 6-(penta-1,2-dien-3-yl)-6-phenyltetrahydro-2H-pyran-2-one 
• 112022-82-9 (5R) methyl 5-hydroxy-5-phenylpentanoate 
• 1438891-81-6 (2S)-phenyltetrahydro-2H-thiopyran 
• 464184-96-1 methyl 4-hydroxy-5-oxo-5-phenylpentanoate 
• 174708-24-8 5-phenyl-5-pentenoic acid 

Relevant articles and documents

One-pot synthesis of oxo acid derivatives by RhI-catalyzed chelation-assisted hydroacylation

Various oxo acid derivatives were obtained directly from the reaction of aliphatic and aromatic aldehydes with ω-alkenoic acid derivatives in the presence of rhodium(I) complexes and 2-amino-3-picoline. Wiley-VCH Verlag GmbH & Co. KGaA, 2006.

The design and synthesis of a novel quinolizidine template for potent opioid and opioid receptor-like (ORL1, NOP) receptor ligands

A new class of high affinity opioid and opioid receptor-like receptor (ORL1 receptor, NOP receptor) ligands has been designed by conformational restriction of piperidine-based NOP receptor ligands, resulting in a novel quinolizidine scaffold. Different mo

Rapid Construction of Complex 2-Pyrrolines through Lewis Acid-Catalyzed, Sequential Three-Component Reactions via in Situ-Generated 1-Azaallyl Cations

The first Sc(OTf)3-catalyzed dehydration of 2-hydroxy oxime ethers to generate benzylic stabilized 1-azaallyl cations, which are captured by 1,3-carbonyls, is described. A subsequent addition of primary amines in a sequential three-component re

Green Esterification of Carboxylic Acids Promoted by tert-Butyl Nitrite

In this work, the green esterification of carboxylic acids promoted by tert-butyl nitrite has been well developed. This transformation is compatible with a broad range of substrates and exhibits excellent functional group tolerance. Various drugs and substituted amino acids are applicable to this reaction under near neutral conditions, with good to excellent yields.

Direct Synthesis of Chiral NH Lactams via Ru-Catalyzed Asymmetric Reductive Amination/Cyclization Cascade of Keto Acids/Esters

Lactams with a stereogenic center adjacent to the N atom have existed in many medicinal agents and bioactive alkaloids. Herein we report a broadly applicable synthesis of enantioenriched NH lactams through a one-pot asymmetric reductive amination/cyclization sequence of easily available keto acids/esters. Such cascade processes alleviate the demand for protecting group manipulations as well as intermediate purification. This strategy is capable of constructing enantioenriched lactams and benzo-lactams of a five-, six-, or seven-membered ring in generally high yield and with excellent enantioselectivities (up to 97% ee). Scalable and concise syntheses of key drug intermediates have further displayed the importance of this methodology.