HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → 4-[4-(Diethoxy-phosphorylmethyl)-piperazin-1-ylmethyl]-benzoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Phosphonic acid, P-(chloromethyl)-, diethyl ester | HCID 76633 | — |
| Reactant | 4-(1-Piperazinylmethyl)benzoic acid | HCID 17606055 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Sodium chloride; water | HCID 57417360 | — |
| Product | 4-[4-(Diethoxy-phosphorylmethyl)-piperazin-1-ylmethyl]-benzoic acid | HCID 20634549 | — |
Reaction Steps
To a solution of 4-Piperazin-1-ylmethyl-benzoic acid (4c) and chloromethyl-phosphonic acid diethyl ester (4d) in ethanol was added potassium carbonate. The resulting reaction mixture was refluxed, then cooled to room temperature, diluted with brine, acidified to pH˜4, and extracted with EtOAc until the aqueous layer showed little or no evidence of product by HPLC. The combined organics were dried over MgSO4 and concentrated on rotary evaporator. The desired product was purified by silica gel flash chromatography.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07019139B2 |
| Source dataset | uspto-grants-2006_03 |
| ORD ID | ord-504e67f689f64576aaa682ec536c06c4 |
| Source note | uspto-grants-2006_03 |