Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Hydroxybenzyl cyanide | HCID 26548 | — |
| Reactant | 11-Bromo-1-undecanol | HCID 74163 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 71272593 | HCID 71272593 | 52.2% |
Reaction Steps
25.0 g (188 mmol) of (4-hydroxyphenyl)acetonitrile and 56.6 g (225 mmol) of 11-bromoundecan-1-ol are dissolved in 250 mL of N,N-dimethylformamide. 51.8 g (375 mmol) of potassium carbonate and 6.0 g (36 mmol) of potassium iodide are added and the suspension was heated to 80° C. After 48 h, the reaction mixture is cooled to room temperature and poured to icy water. The precipitate is filtered off, purified on column chromatography (AcOET/Tol: 2/8) and dried overnight at 40° C. 29.8 g of {4-[(11-hydroxyundecyl)oxy]phenyl}acetonitrile are obtained as a slightly yellow solid (52% yield). This material proves chromatographically homogenous and displays spectral characteristics consistent with its assigned structure.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US09366906B2 |
|---|
| Source dataset | uspto-grants-2016_06 |
|---|
| ORD ID | ord-31ee4aa52283449e96404aa0b2d7a27e |
|---|
| Source note | uspto-grants-2016_06 |
|---|