HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Formylbenzoic acid → HCID 15296710, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Formylbenzoic acid | HCID 12088 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | tert-Butyl diethylphosphonoacetate | HCID 2773685 | — |
| Solvent | Acetone | HCID 180 | — |
| Solvent | 1,2-Dimethoxyethane | HCID 8071 | — |
| Product | HCID 15296710 | HCID 15296710 | 100% |
Reaction Steps
A solution of 4-formylbenzoic acid (223) (306 mg, 2.04 mmol) and tert-butyl 2-(diethoxyphosphoryl)acetate (0.8 mL, 3.23 mmol) in ethyleneglycol dimethylether (15 mL) was stirred at 0° C. then treated with sodium hydride (60% in oil, 312 mg, 7.8 mmol), further stirred for 1 h then at room temperature for 3 h. The reaction mixture was diluted with acetone, stirred 10 min then treated with 5% aqueous KHSO4, extracted with DCM. The extract was dried over MgSO4, filtered and concentrated to provide title compound 224 as a white solid (811.5 mg, >100% yield, crude, used in the next step without additional purification).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598168B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-380d53e60844485ea11437c41f225836 |
| Source note | uspto-grants-2013_12 |