Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 86705551 | HCID 86705551 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 86705552 | HCID 86705552 | 86.3% |
Reaction Steps
To a stirred solution of 366 (810 mg, 1.88 mmol) in DMSO (4 mL) at RT was added NaCN (102 mg, 2.07 mmol) and the resulting mixture was stirred at 80° C. overnight. The mixture was poured into water, extracted with EtOAc, washed with brine, dried (MgSO4), and concentrated. The product was purified by SiO2 chromatography eluting with 20% EtOAc/hexanes to afford 534 mgs (86%) of (R)-tert-butyl 3-cyano-1-(3,4-dichlorophenyl)propylcarbamate (368).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133187B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-4427b84bea63491d9f5c3af5913fcc2e |
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| Source note | uspto-grants-2015_09 |
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