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ChemicalBook CAS DataBase List 5-BROMO-2,3-DIHYDROBENZO[B]FURAN-7-CARBALDEHYDE
281678-73-7

5-BROMO-2,3-DIHYDROBENZO[B]FURAN-7-CARBALDEHYDE synthesis

3synthesis methods
66826-78-6 Synthesis
5-Bromo-2,3-dihydro-1-benzofuran

66826-78-6
150 suppliers
$12.00/1g

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Yield:-

Reaction Conditions:

with hexamethylenetetramine in trifluoroacetic acid at 50;

Steps:

126.b 5-Bromo-2,3-dihydrobenzo[b]furan-7-carboaldehyde

[188.3] 5-Bromo-2,3-dihydrobenzo[b]furan (15.94 g) was dissolved in 200 ml of trifluoroacetic acid, and 22.5 g of hexamethylenetetramine was added thereto, and the mixture was stirred at 50°C overnight. The solvent was evaporated, then the residue was dissolved in ethyl acetate and successively washed with water, a saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried over anhydrous magnesium sulfate, and the solvent was removed. The residue was purified by silica gel column, to give 11.42 g of the title compound in the 4:1 hexane-ethyl acetate fraction.1H-NMR(CDCl3) δ: 3.26 (t, J=8.8Hz, 2H) 4.76 (t, J=8.8Hz, 2H) 7.49 (dt, J=1.2, 3.2Hz, 1H) 7.69 (dt, J=0.8, 2.8, 1H) 10.12 (s, 1H)

References:

EP1394147,2004,A1 Location in patent:Page 92

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