tert-butyl 3-oxo-3-phenylpropanoate

Base Information

• Chemical Name: tert-butyl 3-oxo-3-phenylpropanoate
• CAS No.: 54441-66-6
• Molecular Formula: C13H16O3
• Molecular Weight: 220.268
• Mol file: 54441-66-6.mol

Synonyms:

Chemical Property of tert-butyl 3-oxo-3-phenylpropanoate

Chemical Property:

• Vapor Pressure: 0.00205mmHg at 25°C
• Boiling Point: 290.6°C at 760 mmHg
• Flash Point: 122.8°C
• Density: 1.063g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 3-oxo-3-phenylpropanoate

There total 47 articles about tert-butyl 3-oxo-3-phenylpropanoate 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: 99.0%

acetic acid tert-butyl ester (540-88-5) + N-methoxy-N-methylbenzamide (6919-61-5) → tert-butyl benzoylacetate (54441-66-6)

Guidance literature:

acetic acid tert-butyl ester; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

N-methoxy-N-methylbenzamide; In tetrahydrofuran; hexane; at -78 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201300166

Reference yield: 98.44%

cycl-isopropylidene malonate (2033-24-1) + benzoyl chloride (98-88-4) + tert-butyl alcohol (75-65-0) → tert-butyl benzoylacetate (54441-66-6)

Guidance literature:

cycl-isopropylidene malonate; benzoyl chloride; With pyridine; In dichloromethane; at -5 - 20 ℃; for 3h;

tert-butyl alcohol; at 70 ℃; for 5h;

Reference yield: 95.0%

acetic acid tert-butyl ester (540-88-5) + N-phenyl-N-((trifluoromethyl)sulfonyl)benzamide (41804-83-5) → tert-butyl benzoylacetate (54441-66-6)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 25 ℃; for 2h; chemoselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.joc.0c02868

upstream raw materials:

benzoic acid methyl ester

acetic acid tert-butyl ester

benzoic acid ethyl ester

benzoic acid phenyl ester

Downstream raw materials:

1-methyl-6-phenacyl-2-piperidinone

tert-butyl 2,2,bis(perdeuteriomethyl)benzoylacetate

(E)-4-Cyano-3-phenyl-but-3-enoic acid tert-butyl ester

2-oxo-5-phenyl-2,3-dihydro-oxazole-4-carboxylic acid

Refernces

• 1、 Yin, Qi,Wen, Xiaolu,Chen, Yiwei,Gong, Xiangnan,Hu, Lin. "Phase-Transfer Catalyzed Asymmetric [4 + 1] Annulations for the Synthesis of Chiral 2,2-Disubstituted Tetrahydrothiophenes". supporting information. p. 7529 - 7534. Retrieved 2021/10/02.
• 2、 Chen, Bin,Feng, Ke,Guo, Jia-Dong,Tung, Chen-Ho,Wu, Li-Zhu,Xiao, Hongyan,Yang, Xiu-Long. "Photoredox Catalysis of Aromatic β-Ketoesters for in Situ Production of Transient and Persistent Radicals for Organic Transformation". supporting information. p. 5365 - 5370. Retrieved 2020/02/28.