HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methyl 2-diphenylphosphino-1-naphthoate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Diphenylphosphine | HCID 70017 | — |
| Reactant | 1,4-Bis(diphenylphosphino)butane | HCID 82124 | — |
| Reactant | Methyl 2-trifluoromethanesulfonyloxy-1-naphthoate | HCID 11034997 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | Methyl 2-diphenylphosphino-1-naphthoate | HCID 11760420 | — |
Reaction Steps
Diphenylphosphine (0.55 mL, 3.16 mmol, 1 eq) was added to a stirred solution of methyl 2-trifluoromethanesulfonyloxy-1-naphthoate (1.047 g, 3.13 mmol, 1 eq), triethylamine (0. 5 mL, 3.59 mmol, 1.1 eq), 1,4-bis(diphenylphosphino)butane (dppb) (0.03 g, 0.07 mmol, 0.02 eq) and palladium acetate (0.005 g, 0.02 mmol, 0.006 eq) in degassed MeCN (10 mL) instantly giving a red coloration. The solution was heated at reflux under nitrogen for 17 hours. The blood-red solution was allowed to cool and an aliquot taken for NMR analysis.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06320068B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-42d2d7fbc88f4df58c32440cf21ac055 |
| Source note | uspto-grants-2001_11 |