5-(chloromethyl)-4-methyl-2-phenyl-1,3-oxazole

Base Information

• Chemical Name: 5-(chloromethyl)-4-methyl-2-phenyl-1,3-oxazole
• CAS No.: 625106-10-7
• Molecular Formula: C₁₁H₁₀ClNO
• Molecular Weight: 207.659
• Mol file: 625106-10-7.mol

Synonyms:5-(chloromethyl)-4-methyl-2-phenyl-1,3-oxazole;5-(Chloromethyl)-4-methyl-2-phenyl-1,3-oxazole 95%

Chemical Property of 5-(chloromethyl)-4-methyl-2-phenyl-1,3-oxazole

Chemical Property:

• PSA: 26.03000
• LogP: 3.38880

Purity/Quality:

98% ^*data from raw suppliers

5-(Chloromethyl)-4-methyl-2-phenyl-1,3-oxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(chloromethyl)-4-methyl-2-phenyl-1,3-oxazole

There total 5 articles about 5-(chloromethyl)-4-methyl-2-phenyl-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:

Ethyl 4-methyl-2-phenyloxazole-5-carboxylate (4620-52-4) → 5-chloromethyl-4-methyl-2-phenyl-oxazole (625106-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SMEAH / tetrahydrofuran / 1 h / 0 °C

2: SOCl₂ / toluene / 0 °C

With thionyl chloride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; toluene;

DOI:10.1055/s-2004-834862

Reference yield:

(4-methyl-2-phenyloxazol-5-yl)methanol (248924-06-3) → 5-chloromethyl-4-methyl-2-phenyl-oxazole (625106-10-7)

Guidance literature:

With thionyl chloride; In toluene; at 0 ℃;

DOI:10.1055/s-2004-834862

Reference yield:

benzamide (55-21-0,27208-38-4) → 5-chloromethyl-4-methyl-2-phenyl-oxazole (625106-10-7)

Guidance literature:

Multi-step reaction with 3 steps

1: ethanol / 16 h / Reflux

2: sodium tetrahydroborate / tetrahydrofuran; methanol / 0.5 h / Reflux

3: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 4 h / 40 °C

With sodium tetrahydroborate; thionyl chloride; N,N-dimethyl-formamide; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1016/j.ejmech.2016.02.040

upstream raw materials:

(4-methyl-2-phenyloxazol-5-yl)methanol

benzoic acid 1-ethoxycarbonyl-2-oxopropyl ester

benzoic acid

Ethyl 4-methyl-2-phenyloxazole-5-carboxylate

Refernces

• 1、 -. "Biphenyl heterocyclic derivatives, their preparation and their use as medicaments (by machine translation)". Paragraph 0093; 0095-0096. . Retrieved 2018/06/21.
• 2、 Yamane, Taihei,Mitsudera, Hiroyuki,Shundoh, Takatsugu. "A new approach to the synthesis of 2-aryl-4-halomethyl-5-methyl-1,3- oxazoles by highly regioselective direct halogenation with NBS or NCS/MeCN". . p. 2825 - 2832. Retrieved 2007/10/03.