Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | HCID 11371041 | HCID 11371041 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 11393032 | HCID 11393032 | — |
Reaction Steps
A mixture of the methyl ether 61 (3 g, 9 mmol) and NaCN (3.5 g, 72 mmol) in DMSO was heated at 160° C. for 3 h. The mixture was cooled, diluted with water, acidified with concentrated HCl and then extracted with EtOAc. The combined organic extracts were basified with 1N NaOH and washed with EtOAc. The aqueous layer was acidified with concentrated HCl and then extracted with EtOAc. Drying with Na2SO4 and concentration in vacuo gave a residue was purified by crystallization from EtOAc/hexanes.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07763614B2 |
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| Source dataset | uspto-grants-2010_07 |
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| ORD ID | ord-a0ab7f3d2b61440a906bbcc4388515a7 |
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| Source note | uspto-grants-2010_07 |
|---|