ChemicalBook CAS DataBase List 6-Hydroxy-2-methylbenzoxazole

6-Hydroxy-2-methylbenzoxazole synthesis

14synthesis methods

Product Name:6-Hydroxy-2-methylbenzoxazole
CAS Number:5078-07-9
Molecular formula:C8H7NO2
Molecular Weight:149.15

34781-86-7
107 suppliers
$69.00/1 / G

75-36-5 Synthesis

75-36-5
560 suppliers
$17.92/100G

5078-07-9
60 suppliers
$60.00/250mg

Yield:-

Reaction Conditions:

with pyridinium p-toluenesulfonate;triethylamine in ethyl acetate

Steps:

34 2-Methyl-benzoxazol-6-ol
PREPARATION 34 2-Methyl-benzoxazol-6-ol 4-Aminoresorcinol hydrochloride (2.0 g, 12.4 mM), acetyl chloride (1.0 g, 12.6 mM), triethylamine (1.38 g, 13.6 mM) and pyridinium-p-toluenesulfonate (PPTS, 800 mg, 3.2 mM) were refluxed in xylenes (50 mL) for about 18 hours. Additional PPTS (300 mg) was added and the mixture was then refluxed about 48 hours. The reaction mixture was concentrated and the residue dissolved in ethyl acetate (200 mL) and washed with H₂ O (3*150 mL). The combined aqueous layer was back extracted with ethyl acetate (200 mL) and the combined organic layers were dried over MgSO₄. Filtration and concentration provided 1.36 g. Filtration through a silica gel column eluted with 10% methanol/methylene chloride provided an orange solid, 0.3 g; m.p., 94-96° C.

References:

Pfizer Inc US6130217, 2000, A