Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Hydroxybenzyl cyanide | HCID 26548 | — |
| Reactant | tert-Butyl 2-bromo-2-methylpropionate | HCID 90290 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 21949715 | HCID 21949715 | — |
Reaction Steps
4-Hydroxyphenylacetonitrile (13.3 g, 100 mmol) and potassium carbonate (20.73 g, 150 mmol) were added to dimethylformamide (75 mL). Subsequently, tert-butyl 2-bromoisobutyrate (50.41 mL, 250 mmol) was added thereto, and the mixture was stirred for 24 hours at 80° C. The temperature of the reaction mixture was returned to room temperature, and ethyl acetate was added thereto. Washing was performed sequentially with water and brine, followed by drying over sodium sulfate. The resultant mixture was subjected to concentration under reduced pressure and purification by silica gel column chromatography (n-hexane/ethyl acetate=7/1), whereby the target compound was obtained (18.62 g, 67.62 mmol, 67.6%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07109226B2 |
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| Source dataset | uspto-grants-2006_09 |
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| ORD ID | ord-babd415ac93d429884ae0453d3d0310e |
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| Source note | uspto-grants-2006_09 |
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