HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester → 4-Tert-butyl 1-methyl 2-(triphenylphosphoranylidene)succinate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester | HCID 17453 | — |
| Reactant | tert-Butyl bromoacetate | HCID 79177 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Tert-butyl 1-methyl 2-(triphenylphosphoranylidene)succinate | HCID 11015788 | — |
Reaction Steps
To a solution of (triphenylphosphanylidene)-acetic acid methyl ester (2.26 g, 6.77 mmol) in methylene chloride (25 mL) is added t-butyl bromoacetate (1.32 g, 6.77 mmol) and the mixture is stirred at room temperature for 48 hours. The solvent is removed under reduced pressure and the residue is purified by column chromatography using a gradient of 80-100% heptane/EtOAc to afford 2-(triphenylphosphanylidene)-succinic acid 4-tert-butyl ester 1-methyl ester. MS 449.3 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08822534B2 |
| Source dataset | uspto-grants-2014_09 |
| ORD ID | ord-d53be708fee74f9097fc77a08a72f3d1 |
| Source note | uspto-grants-2014_09 |