HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-(1-Tert-butoxy-2-propoxy)-3-chlorobenzoic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Methyl 3-chloro-4-hydroxybenzoate | HCID 77580 | — |
| Reactant | 1-tert-Butoxy-2-propanol | HCID 92629 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(1-Tert-butoxy-2-propoxy)-3-chlorobenzoic acid methyl ester | HCID 67113700 | — |
Reaction Steps
To a solution of 1.5 g of 3-chloro-4-hydroxybenzoic acid methyl ester in 20 ml of THF, 1.8 ml of 1-tert-butoxy-2-propanol, 3.16 g of triphenylphosphine, and 1.9 ml of diethylazodicarboxylate were added, and the mixture was stirred, at room temperature for 1 hour. After evaporation of the solvent under reduced pressure, the obtained residue was purified by silica gel column chromatography (eluent: hexane-EtOAc=100:1˜5:1) to obtain 2.3 g of 4-(1-tert-butoxy-2-propoxy)-3-chlorobenzoic acid methyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765764B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-3469638fa1844829aa876d5e1b099243 |
| Source note | uspto-grants-2014_07 |