5-(4-METHOXYPHENYL)OXAZOLE synthesis
- Product Name:5-(4-METHOXYPHENYL)OXAZOLE
- CAS Number:1011-51-4
- Molecular formula:C10H9NO2
- Molecular Weight:175.18
36635-61-7
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123-11-5
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1011-51-4
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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
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2746-25-0
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1011-51-4
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36635-61-7
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105-13-5
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1011-51-4
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288-42-6
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623-12-1
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1011-51-4
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123-11-5
882 suppliers
$10.00/10g
1011-51-4
38 suppliers
$100.00/500mg