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BenzenaMine, 2-[(tetrahydro-3-furanyl)oxy]- synthesis

2synthesis methods
3-(2-nitro-phenoxy)-tetrahydrofuran

917909-28-5
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BenzenaMine, 2-[(tetrahydro-3-furanyl)oxy]-

917909-29-6
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Yield:917909-29-6 90%

Reaction Conditions:

palladium 10% on activated carbon in ethanol at 20;

Steps:

1a.1

In a flask purged and fitted with a 3 way tap under nitrogen was added palladium on charcoal 10% (150 mg, 0.1 eq) followed by 20 ml of ethanol. The flask was purged again and placed under nitrogen and title compound 1a, 3-(2-nitro- phenoxy)-tetrahydrofuran (1.48 g, 7.07 mmol, 1 eq) in solution in ethanol (20ml) was added. The flask was purged and placed under an atmosphere of hydrogen and the reaction mixture was stirred overnight at room temperature. The palladium residues were filtered on glass fiber paper and the filtrate was evaporated to dryness to yield the title compound 2-(tetrahydro-furan-3-yloxy)- phenylamine (1.14 g, 6.36 mmol, 90%). 1H NMR indicates desired compound in ca. 95% purity.

References:

WO2007/59905,2007,A2 Location in patent:Page/Page column 32-33