4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE synthesis
- Product Name:4,4,4-TRIFLUORO-1-(2-FURYL)-1,3-BUTANEDIONE
- CAS Number:326-90-9
- Molecular formula:C8H5F3O3
- Molecular Weight:206.12
1192-62-7
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Yield: 100%
Reaction Conditions:
Stage #1:1-(2-furyl)-1-ethanone;ethyl trifluoroacetate, with lithium hexamethyldisilazane in tetrahydrofuran at 0 - 20;
Stage #2: with hydrogenchloride in water;ethyl acetate
Steps:
1.a
Into a 500 mL flask was weighed 20.0 g (181.6 mmol) of 2-acetylfuran, 50 mL of THF, and 24 mL of ethyl trifluoroacetate. The resulting solution was cooled to 0-3 °C in an ice bath and 1.0 M LiHMDS was added (200 mL). The reaction was allowed to warm to room temperature where it remained overnight. The reaction was then concentrated in vacuo to remove THF and the residue was washed into a separatory funnel with ethyl acetate and 1.0 M HCl. The ethyl acetate was separated, washed with brine, dried (Na2SO4), and concentrated in vacuo. The resulting 4,4,4-trifluoro-1-furan-2-yl-butane-1,3-dione was recovered as a brown semisolid, yield: 32.5 g (100+%).
References:
EXELIXIS, INC. WO2008/73825, 2008, A1 Location in patent:Page/Page column 134
1192-62-7
519 suppliers
$5.00/10g
326-90-9
131 suppliers
$7.00/1g
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