Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-Iodopropane | HCID 33643 | — |
| Reactant | 1-(3,4-Dihydro-7-hydroxy-2H-1-benzopyran-6-yl)ethanone | HCID 53758552 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58492433 | HCID 58492433 | 114.9% |
Reaction Steps
1-(7-Hydroxychroman-6-yl)ethanone (3.0 g, 15.6 mmol) was dissolved in DMF (20 ml). Sodium hydride (60% oil base, 686 mg, 1.1 equivalent weight) was added thereto while ice cooling, and then stirred for 10 minutes. 1-Iodopropane (2.92 g, 1.1 equivalent weight) was added to the mixture and then stirred at room temperature for 3 hours. Water was added to the reaction mixture, followed by extraction using ethyl acetate. The thus-obtained organic layer was concentrated to dryness under reduced pressure, and the residue was then purified using silica gel column chromatography (n-hexane:ethyl acetate=1:0→0:1). The purified product was concentrated to dryness under reduced pressure, giving a white powder of 1-(7-propoxychroman-6-yl)ethanone (4.2 g, yield: quantitative).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | USRE045108E1 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-0a1dc36eb4d748cab40e802e7c0db377 |
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| Source note | uspto-grants-2014_09 |
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