HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 1-(1-Methyl-2-phenoxy-ethoxy)-naphthalene-2-carboxylic acid methyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 2-Naphthalenecarboxylic acid, 1-hydroxy-, methyl ester | HCID 70358 | — |
| Reactant | 1-Phenoxy-2-propanol | HCID 92839 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(1-Methyl-2-phenoxy-ethoxy)-naphthalene-2-carboxylic acid methyl ester | HCID 68840843 | — |
Reaction Steps
To a solution of 1.00 g 1-hydroxy-naphthalene-2-carboxylic acid methyl ester, 0.75 g 1-phenoxy-propan-2-ol and 3.89 g triphenyl phosphine in 60 ml dry THF at 0° C. 3.00 g diisopropylazodicarboxylate were added. After 48 h at room temperature the reaction was concentrated in vacuo, the residue was taken up in ethyl acetate, washed with sat. sodium hydrogen carbonate solution and dryed over magnesium sulphate. The solvent was removed in vacuo and after chromatography on silica (ethyl acetate/heptane) 0.47 g 1-(1-methyl-2-phenoxy-ethoxy)-naphthalene-2-carboxylic acid methyl ester were obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08501981B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-babc16f628ae4cf982e714f4b1b78abd |
| Source note | uspto-grants-2013_08 |