ChemicalBook CAS DataBase List 5-(4-METHOXYPHENYL)OXAZOLE

5-(4-METHOXYPHENYL)OXAZOLE synthesis

11synthesis methods

Product Name:5-(4-METHOXYPHENYL)OXAZOLE
CAS Number:1011-51-4
Molecular formula:C10H9NO2
Molecular Weight:175.18

36635-61-7 Synthesis

36635-61-7
507 suppliers
$5.00/5g

123-11-5 Synthesis

123-11-5
867 suppliers
$10.00/10g

1011-51-4
36 suppliers
$100.00/500mg

Yield:1011-51-4 99%

Reaction Conditions:

with potassium carbonate at 80; for 1.5 h;

Steps:

General procedure forthe formation of oxazole as illustrated by the synthesis of 5-(4-methoxyphenyl)oxazole (1)

General procedure: To a solution of p-anisaldehyde (1.22 mL, 10.0 mmol) in MeOH (25 mL) were added K₂CO₃ (1.52 g, 11.0 mmol) and TosMIC (1.08 g, 5.50mmol). The reaction mixture was stirred for 1.5 h at 80° C, cooled down to rt, quenched with H₂O, and diluted with EtOAc. After removal of the organic layer, the aqueous layer was extracted with EtOAc. The organic layer was combined, dried over Na₂SO₄, filtered, and concentrated in vacuo. Flash chromatography (3:1 hexanes/EtOAc) afforded 5-(4-methoxyphenyl)oxazole (1) (955 mg, 99%) as a pale yellow solid

References:

Yamamuro, Daisuke;Uchida, Ryuji;Ohtawa, Masaki;Arima, Shiho;Futamura, Yushi;Katane, Masumi;Homma, Hiroshi;Nagamitsu, Tohru;Osada, Hiroyuki;Tomoda, Hiroshi [Bioorganic and Medicinal Chemistry Letters,2015,vol. 25,# 2,p. 313 - 316] Location in patent:supporting information

36635-61-7 Synthesis

36635-61-7
507 suppliers
$5.00/5g