5-ACETYL-2,3-DIHYDROBENZO(B)FURAN synthesis
- Product Name:5-ACETYL-2,3-DIHYDROBENZO(B)FURAN
- CAS Number:90843-31-5
- Molecular formula:C10H10O2
- Molecular Weight:162.19
1191-99-7
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$10.00/10g
75-36-5
589 suppliers
$17.92/100G
90843-31-5
150 suppliers
$52.29/0.5g
Yield: 93%
Reaction Conditions:
tin(IV) chloride in (2S)-N-methyl-1-phenylpropan-2-amine hydrate;dichloromethane
Steps:
162.A 5-Acetyl-2,3-dihydrobenzofuran
EXAMPLE 162A 5-Acetyl-2,3-dihydrobenzofuran To a 0° C. solution of acetyl chloride (1.64 mL, 23.0 mmol, 1.3 equivalents) in methylene chloride (30 mL) was added stannic chloride (2.49 mL, 21.3 mmol, 1.2 equivalents), maintaining the temperature below 5° C. The solution was stirred 15 minutes at 0° C., and then a solution of 2,3-dihydrofuran (2.00 mL, 17.7 mmol) in methylene chloride (5 mL) was added dropwise while maintaining the temperature below 8° C. The dark red solution was stirred 1 hour at 2° C. and then poured into 50 mL of ice water. The reaction was stirred an additional 30 minutes, and the layers were separated. The organic layer was washed with water and aqueous sodium bicarbonate, dried over magnesium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by flash chromatography on 150 9 silica gel, eluding with 18% ethyl acetate in hexanes. The solvents were removed under reduced pressure to yield the title compound (2.68 g, 93%) as a yellow solid.
References:
Abbott Laboratories US6162927, 2000, A
496-16-2
382 suppliers
$7.00/5g
75-36-5
589 suppliers
$17.92/100G
90843-31-5
150 suppliers
$52.29/0.5g
496-16-2
382 suppliers
$7.00/5g
108-24-7
0 suppliers
$14.00/250ML
90843-31-5
150 suppliers
$52.29/0.5g
496-16-2
382 suppliers
$7.00/5g
90843-31-5
150 suppliers
$52.29/0.5g
496-16-2
382 suppliers
$7.00/5g
79-04-9
374 suppliers
$12.00/5g
90843-31-5
150 suppliers
$52.29/0.5g