Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Lithium Hexamethyldisilazide | HCID 2733832 | — |
| Reactant | 2-(1H-Imidazol-1-ylmethyl)benzonitrile | HCID 14231148 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 57781131 | HCID 57781131 | — |
Reaction Steps
2-Imidazol-1-ylmethyl-benzonitrile (1.0 g, 5.49 mmol) is dissolved in THF (10 mL) and cooled to −75° C. LHMDS (1M in THF, 8.24 mL, 8.24 mmol) is added dropwise. Ten min after the end of addition, acetone (0.48 g, 8.24 mmol) is added. Thirty min after the end of addition, saturated aqueous sodium bicarbonate (10 mL) is added and the mixture is allowed to warm to r.t., then poured into water. After extraction with ethyl acetate the organic phase is dried over Na2SO4 and concentrated in vacuo. The residue is used in the next step without further purification; MS (ESI) m/z 242.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08153674B2 |
|---|
| Source dataset | uspto-grants-2012_04 |
|---|
| ORD ID | ord-b5eaab70ab3e49cd8e3f274626d7c061 |
|---|
| Source note | uspto-grants-2012_04 |
|---|
