Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Heptanoic Acid | HCID 8094 | — |
| Reactant | 2-Methylfuran | HCID 10797 | — |
| Reactant | Chloroacetic anhydride | HCID 10946 | — |
| Product | HCID 14473416 | HCID 14473416 | 69.6% |
Reaction Steps
In 50 ml of toluene were dissolved 6.51 g (0.05 mole) of heptanoic acid and 10.26 g (0.06 mole) of monochloroacetic anhydride. To the resulting solution were added 5.34 g (0.065 mole) of 2-methylfuran and 0.71 g of boron trifluoride-diethyl ether complex and the resulting mixture was then stirred at 50° C. for 5.5 hours. After completion of the reaction, the reaction solution was cooled and washed successively with 5% aqueous sodium carbonate solution and water. The organic layer was concentrated under reduced pressure and the resulting concentrated residue was then purified by silica gel-filled column chromatography to obtain 6.27 g of 2-heptanoyl-5-methylfuran.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04812585 |
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| Source dataset | uspto-grants-1989_03 |
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| ORD ID | ord-a1cf163bbc6e4f52987cfb7f065f7180 |
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| Source note | uspto-grants-1989_03 |
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