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

Base Information

• Chemical Name: 4,4-Dimethyl-2-(2-methylphenyl)-4,5-dihydro-1,3-oxazole
• CAS No.: 71885-44-4
• Molecular Formula: C12H15NO
• Molecular Weight: 189.257
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID20440702
• Nikkaji Number: J781.894G
• Wikidata: Q82257074
• Mol file: 71885-44-4.mol

Synonyms:71885-44-4;4,4-Dimethyl-2-(2-methylphenyl)-4,5-dihydro-1,3-oxazole;4,4-Dimethyl-2-(o-tolyl)-4,5-dihydrooxazole;4,4-dimethyl-2-(2-methylphenyl)-5H-1,3-oxazole;4,5-DIHYDRO-4,4-DIMETHYL-2-O-TOLYLOXAZOLE;2-o-Tolyl-4,4-dimethyl-2-oxazoline;4,5-Dihydro-4,4-dimethyl-2-(2-methylphenyl)oxazole;4,5-Dihydro-4,4-dimethyl-2-[2-methylphenyl]oxazole;SCHEMBL4159068;DTXSID20440702;XOMMHEIXGWIETI-UHFFFAOYSA-N;2-o-tolyl-4,4-dimethyl-oxazoline;WCA88544;AB3655;MFCD02234571;AKOS006241432;CS-0455211;A914424

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

Chemical Property:

• PSA: 21.59000
• LogP: 1.98600
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.115364102
• Heavy Atom Count: 14
• Complexity: 245

Purity/Quality:

97% ^*data from raw suppliers

4,?5-?Dihydro-?4,?4-?dimethyl-?2-?(2-?methylphenyl)?oxazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=CC=C1C2=NC(CO2)(C)C
• Uses: 4,5-Dihydro-4,4-dimethyl-2-(2-methylphenyl)?Oxazole is an intermediate in the synthesis of NRPE a pigment that forms during the visual cycle in vertebrates leading to harmful byproducts of this biosynthetic pathway.

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

There total 9 articles about 4,4-Dimethyl-2-(2-methylphenyl)-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%

2-Amino-2-methyl-1-propanol (124-68-5) + 2-methylphenyl aldehyde (529-20-4) → 4,5-dihydro-4,4-dimethyl-2-(2-methylphenyl)-2-oxazoline (71885-44-4)

Guidance literature:

2-Amino-2-methyl-1-propanol; 2-methylphenyl aldehyde; In dichloromethane; at 25 ℃; for 20h; Inert atmosphere; Schlenk technique; Molecular sieve;

With N-Bromosuccinimide; In dichloromethane; at 25 ℃; for 4h; Inert atmosphere; Schlenk technique; Molecular sieve;

DOI:10.1021/acs.orglett.9b01350

Reference yield: 92.0%

N-(1-hydroxy-2-methylpropan-2-yl)-2-methylbenzamide (95217-40-6) → 4,5-dihydro-4,4-dimethyl-2-(2-methylphenyl)-2-oxazoline (71885-44-4)

Guidance literature:

With thionyl chloride; for 1h;

DOI:10.1021/jo00208a020

Reference yield: 86.0%

4,4-dimethyl-2-oxazoline (30093-99-3) + 2-methylphenyl bromide (95-46-5) → 4,5-dihydro-4,4-dimethyl-2-(2-methylphenyl)-2-oxazoline (71885-44-4)

Guidance literature:

With C₅₈H₈₀O₄P₂Pd; lithium tert-butoxide; In N,N-dimethyl acetamide; at 100 ℃; for 16h; Inert atmosphere;

DOI:10.1002/adsc.201700663

upstream raw materials:

N-(1-hydroxy-2-methylpropan-2-yl)-2-methylbenzamide

2-Methylbenzonitrile

2-Amino-2-methyl-1-propanol

4,5-dihydro-4,4-dimethyl-2-phenoxazole

Downstream raw materials:

2-(2-but-3-enyl-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole

3-(4-methylphenyl)-3,4-dihydro-1H-isochromen-1-one

4,4-dimethyl-2-(2,6-dimethylphenyl)oxazoline

2-(2-ethylphenyl)-4,4-dimethyl-4,5-dihydrooxazole