3-BROMO-2-FORMYLFURAN synthesis
- Product Name:3-BROMO-2-FORMYLFURAN
- CAS Number:14757-78-9
- Molecular formula:C5H3BrO2
- Molecular Weight:174.98
22037-28-1
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14757-78-9
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Yield:14757-78-9 41%
Reaction Conditions:
Stage #1: 3-bromofuranewith lithium diisopropyl amide in tetrahydrofuran at -78; for 0.25 h;
Stage #2: in tetrahydrofuran;DMF (N,N-dimethyl-formamide) at -78; for 1 h;
Steps:
Preparation of 3-bromofuran-2-carboxaldehyde (I):
To a solution of freshly prepared LDA (6.80 mmol) in THF (4 ml) at -78° C. was add slowly 3-bromofuran (1.00 g, 6.80 mmol) in THF (5 ml). After stirring for 15 min, DMF (0.56 ml, 7.20 mmol) in THF (2 ml) was dropwise added. The resulting mixture was stirred for 1 hour at -78° C. and then allowed to warm to room temperature. The reaction was quenched with water and extracted with EtOAc (2×50 ml). The combined organic extracts were washed with H2O, brine and dried (MgSO4). After removing the solvent under reduced pressure, column chromatography (silica gel, EtOAc/hexane, 20:80) of the residue afforded the title compound as an oil (0.49 g, 41%), which will be solidified upon cooling. MS: (M+H)+=175, 177. HNMR: 9.74-9.72 (1H, d), 7.64-7.63 (1H, m), 6.675-6.66 (1H, d).
References:
US2006/41000,2006,A1 Location in patent:Page/Page column 2
22037-28-1
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14757-78-9
119 suppliers
$21.00/250mg
22037-28-1
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4885-02-3
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14757-78-9
119 suppliers
$21.00/250mg