GAMMA-ETHYL-GAMMA-PHENYL-BUTYROLACTONE

Base Information

• Chemical Name: GAMMA-ETHYL-GAMMA-PHENYL-BUTYROLACTONE
• CAS No.: 53380-21-5
• Molecular Formula: C12H14 O2
• Molecular Weight: 190.242
• Hs Code.: 2932209090
• Mol file: 53380-21-5.mol

Synonyms:Caproicacid, g-hydroxy-g-phenyl-, g-lactone (4CI); g-Ethyl-g-phenylbutyrolactone

Chemical Property of GAMMA-ETHYL-GAMMA-PHENYL-BUTYROLACTONE

Chemical Property:

• Vapor Pressure: 0.000134mmHg at 25°C
• Boiling Point: 333.8°Cat760mmHg
• Flash Point: 138.2°C
• PSA: 26.30000
• Density: 1.078g/cm³
• LogP: 2.62890

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of GAMMA-ETHYL-GAMMA-PHENYL-BUTYROLACTONE

There total 16 articles about GAMMA-ETHYL-GAMMA-PHENYL-BUTYROLACTONE 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: 93.0%

methyl 4-phenyl-4-((trimethylsilyl)oxy)hexanoate → γ-ethyl-γ-phenyl-butyrolactone (53380-21-5)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 0.25h;

DOI:10.1016/j.tet.2017.01.013

Reference yield: 74.0%

(1R,2S)-N-methylephedrinyl acrylate (52253-57-3) + 1-phenyl-propan-1-one (93-55-0) → γ-ethyl-γ-phenyl-butyrolactone (53380-21-5)

Guidance literature:

With samarium diiodide; In tetrahydrofuran; tert-butyl alcohol;

DOI:10.1021/ja962965h

Reference yield: 72.0%

1-phenyl-propan-1-one (93-55-0) + (1S,2R)-N-methylephedrinyl acrylate (187600-79-9) → γ-ethyl-γ-phenyl-butyrolactone (53380-21-5)

Guidance literature:

With samarium diiodide; tert-butyl alcohol; In tetrahydrofuran;

DOI:10.1021/ja962965h

upstream raw materials:

ethyl 3-benzoylpropanoate

ethylmagnesium bromide

1-phenyl-propan-1-one

succinic acid diethyl ester

Downstream raw materials:

4-phenylhexanoic acid

4-Phenyl-4-methyl-hexancarbonsaeure

Refernces

• 1、 Kise, Naoki,Hamada, Yusuke,Sakurai, Toshihiko. "Electroreductive coupling of aromatic ketones, aldehydes, and aldimines with α,β-unsaturated esters: Synthesis of 5-aryl substituted γ-butyrolactones and lactams". . p. 1143 - 1156. Retrieved 2017/02/18.
• 2、 Ha, Tu M.,Chatalova-Sazepin, Claire,Wang, Qian,Zhu, Jieping. "Copper-Catalyzed Formal [2+2+1] Heteroannulation of Alkenes, Alkylnitriles, and Water: Method Development and Application to a Total Synthesis of (±)-Sacidumlignan D". supporting information. p. 9249 - 9252. Retrieved 2016/08/05.