HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 68690984, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Methyl 2-bromobenzoate | HCID 11894 | — |
| Reactant | 3-Butyn-1-OL | HCID 13566 | — |
| Catalyst | Palladium Chloride | HCID 24290 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Diethylamine | HCID 8021 | — |
| Product | HCID 68690984 | HCID 68690984 | 64% |
Reaction Steps
50 ml (0.36 M) of methyl 2-bromobenzoate, 930 mg (3.56 mM) of triphenylphosphine and 316 mg (1.78 mM) of PdCl2 are added to 1200 ml of diethylamine in a 2000 ml reactor. After stirring at room temperature for 5 minutes, 27 ml (0.36 M) of 3-butyn-1-ol and 680 mg (3.56 mM) of CuI (1) are added. The reaction medium is then stirred at 20° C. for 120 hours, the solvent is then evaporated off and the residue obtained is then purified by chromatography on silica, using dichloromethane as eluent. After evaporation, 46.7 g of a brown oil are thus obtained (64% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07816397B2 |
| Source dataset | uspto-grants-2010_10 |
| ORD ID | ord-b9a0c1efc29b490d9781b4248768123f |
| Source note | uspto-grants-2010_10 |