3-Bromofuran-2-carboxylic acid synthesis
- Product Name:3-Bromofuran-2-carboxylic acid
- CAS Number:14903-90-3
- Molecular formula:C5H3BrO3
- Molecular Weight:190.98
14757-78-9
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$21.00/250mg
14903-90-3
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$33.00/100mg
Yield: 20.3 g
Reaction Conditions:
with sodium chlorite;sodium dihydrogenphosphate in water;tert-butyl alcohol at 20;
Steps:
1.A A) 3-bromofuran-2-carboxylic acid
A)
3-bromofuran-2-carboxylic acid
To a solution of 3-bromofuran-2-carbaldehyde (25.0 g) and 2-methyl-2-butene (45.4 mL) in tert-butanol (250 mL) was added dropwise a solution of 80% sodium chlorite (40.5 g) and sodium dihydrogen phosphate (51.5 g) in water (350 mL) at room temperature, and the mixture was stirred overnight.
To the reaction mixture was added 1M hydrochloric acid (300 ml), and the mixture was extracted with ethyl acetate.
The extract was washed with saturated brine, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure.
The residue was washed with hexane/ethyl acetate (5/1) and recrystallized from hexane/ethyl acetate to give the title compound (20.3 g).
1H NMR (300 MHz, CDCl3) δ 6.66 (1H, d, J=1.9 Hz), 7.58 (1H, d, J=1.9 Hz).
References:
Taniguchi, Takahiko;Suzuki, Shinkichi;Yoshikawa, Masato;Hasui, Tomoaki;Fushimi, Makoto;Kunitomo, Jun US2013/137675, 2013, A1 Location in patent:Paragraph 0598
22037-28-1
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124-38-9
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14903-90-3
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$33.00/100mg
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124-38-9
122 suppliers
$175.00/23402
14903-90-3
82 suppliers
$33.00/100mg
22037-28-1
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4111-54-0
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14903-90-3
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$33.00/100mg