HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 66959094, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 3-Cyanophenol | HCID 13394 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | (2,6-Dimethylphenyl)methanol | HCID 186748 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 66959094 | HCID 66959094 | — |
Reaction Steps
A solution of 2,6-Dimethylbenzyl alcohol (6.27 g, 46.1 mmol) and diisopropyl azodicarboxylate (DIAD, 9.24 g, 45.7 mmol) in dry THF (30 ml) was added drop wise to a solution of 3-Hydroxybenzonitrile (5 g, 37 mmol) and triphenylphosphine (TPP, 11.99 g, 45.7 mmol) in THF (100 ml) at 0° C. The reaction mixture was warmed to room temperature for 4 hours or until all the starting material is consumed, diluted with ether and washed with water (2×). The organic layer was dried over Na2SO4, filtered, concentrated, and purified by flash chromatography on a silica gel column (hex: ethyl acetate 2:1) to give the title compound as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08889724B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-058279e113104851978e1086919ac71c |
| Source note | uspto-grants-2014_11 |