HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium hydride → Dibenzyl 2-{4-[(di-tert-butoxyphosphoryl)methyl]benzyl}malonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Dibenzyl malonate | HCID 84754 | — |
| Reactant | Di(tert-butyl) [4-(bromomethyl)benzyl]phosphonate | HCID 10915802 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Dibenzyl 2-{4-[(di-tert-butoxyphosphoryl)methyl]benzyl}malonate | HCID 21265737 | 19.7% |
Reaction Steps
To a solution of dibenzyl malonate (0.5 g) in DMF (8 mL), was added sequentially NaH (0.06 g, 80% in mineral oil), di(tert-butyl) [4-(bromomethyl)benzyl]phosphonate(0.66 g). The reaction mixture was stirred at room temperature for 1 h, then quenched with 20 mL of saturated aqueous NH4OAc solution and extracted with 50 mL EtOAc. The extract was dried over Na2SO4 and concentrated. The sesidue was purified by silica gel chromatography eluted with to give the title compound (0.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06174874B1 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-e108d89f32b94dd19a3d3fd22ebc4a9d |
| Source note | uspto-grants-2001_01 |