4,4-Dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole

Base Information

• Chemical Name: 4,4-Dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole
• CAS No.: 13608-28-1
• Molecular Formula: C13H17 N O
• Molecular Weight: 203.284
• NSC Number: 160545
• DSSTox Substance ID: DTXSID00303720
• Nikkaji Number: J1.063.720A
• Wikidata: Q82049164
• Mol file: 13608-28-1.mol

Synonyms:13608-28-1;4,4-dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole;NSC160545;SCHEMBL1661692;DTXSID00303720;NSC-160545

Chemical Property of 4,4-Dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole

Chemical Property:

• Vapor Pressure: 0.00352mmHg at 25°C
• Boiling Point: 290.8°C at 760 mmHg
• Flash Point: 98°C
• Density: 1.01g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 203.131014166
• Heavy Atom Count: 15
• Complexity: 239

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(COC(=N1)CCC2=CC=CC=C2)C

Technology Process of 4,4-Dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole

There total 6 articles about 4,4-Dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole 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: 97.0%

3-phenylpropanoic acid methyl ester (103-25-3) + 2-Amino-2-methyl-1-propanol (124-68-5) → 4,4-dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole (13608-28-1)

Guidance literature:

With Zn₄(OCOCF₃)6O; In chlorobenzene; for 18h; Heating;

DOI:10.1039/b605066b

Reference yield: 81.0%

2-Amino-2-methyl-1-propanol (124-68-5) + 3-Phenylpropionic acid (501-52-0) → 4,4-dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole (13608-28-1)

Guidance literature:

With Zn₄(OCOCF₃)6O; In chlorobenzene; for 12h; Heating;

DOI:10.1039/b605066b

Reference yield: 64.0%

(E)-4,4-dimethyl-2-(2-phenylethenyl)-4,5-dihydro-1,3-oxazole (61025-23-8) → 4,4-dimethyl-2-(2-phenylethyl)-4,5-dihydro-1,3-oxazole (13608-28-1)

Guidance literature:

(E)-4,4-dimethyl-2-(2-phenylethenyl)-4,5-dihydro-1,3-oxazole; With titanium(IV) isopropylate; isopropylmagnesium chloride; In diethyl ether; at -20 ℃; for 12h;

With water; In diethyl ether;

DOI:10.1002/anie.200352769

upstream raw materials:

2,4,4-trimethyl oxazoline

benzyl chloride

2-Amino-2-methyl-1-propanol

3-Phenylpropionic acid

Downstream raw materials:

ethyl 2-butyl-3-phenylpropanoate

acide 2-benzyl-hexanoique

sec-butyl-3-phenylpropionate

2-Benzyl-2-propenoic acid

Refernces

• 1、 Ohshima, Takashi,Iwasaki, Takanori,Mashima, Kazushi. "Direct conversion of esters, lactones, and carboxylic acids to oxazolines catalyzed by a tetranuclear zinc cluster". . p. 2711 - 2713. Retrieved 2008/09/21.
• 2、 Mitsui, Kazuhisa,Sato, Takayuki,Urabe, Hirokazu,Sato, Fumie. "Stereoselective Construction of Acyclic Carbon Chains by a One-Pot Coupling Process Based on Alkenyloxazoline-Titanium Complexes". . p. 490 - 492. Retrieved 2007/10/03.