Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Resorcinol | HCID 5054 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5-bromovalerate | HCID 79557 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 19375818 | HCID 19375818 | 34% |
Reaction Steps
A mixture of 11 g of resorcinol, 8.8 g of methyl 5-bromopentanoate, and 13.8 g of potassium carbonate in 150 mL of dimethylformamide was heated in an oil bath at 90° C. for 24 hours. The mixture was cooled, diluted with water, and extracted with ethyl acetate. The organic phase was washed with water, washed with saturated sodium chloride, dried over sodium sulfate, and evaporated in vacuo. The residue was chromatographed on silica gel eluting with hexane/ethyl ether providing the title intermediate in 34% yield, NMR.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05462954 |
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| Source dataset | uspto-grants-1995_10 |
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| ORD ID | ord-80d2064ddebb4ab0a86ebe68391dd989 |
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| Source note | uspto-grants-1995_10 |
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