Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | [1-(Bromomethyl)cyclopropyl]methyl 4-methoxybenzoate | HCID 68535061 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 67422249 | HCID 67422249 | 17.8% |
Reaction Steps
261 mg of compound 10a was dissolved in 5 ml ethanol. A solution of 98 mg potassium cyanide in 5 ml water was added and the mixture was stirred at 35° C. for two days. 10 ml of a saturated aqueous sodium bicarbonate was added. The mixture was extracted twice with ethyl acetate. The combined extracts were dried with sodium sulfate and evaporated to give a yellow liquid. Purification with column chromatography (heptane/ethyl acetate 3/1) gave the title compound (38 mg) confirmed by NMR and LC/MS.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US07829716B2 |
|---|
| Source dataset | uspto-grants-2010_11 |
|---|
| ORD ID | ord-3effd8d3f79f49db9f35a92767ddf711 |
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| Source note | uspto-grants-2010_11 |
|---|
