HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 67359917, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Piperidinol, 1-methyl- | HCID 66048 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | Methyl 4-hydroxy-3-(trifluoromethyl)benzoate | HCID 13962148 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 67359917 | HCID 67359917 | 76% |
Reaction Steps
In a round bottom flask wrapped with foil, methyl 4-hydroxy-3-(trifluoromethyl)benzoate (500 mg, 2.13 mmol) was dissolved in methylene chloride (10 mL). 4-Hydroxy-1-methyl-piperidine (0.25 mL, 2.13 mmol), PPh3 (670 mg, 2.56 mmol), and DIAD (0.50 mL, 2.56 mmol) were added thereto, and the mixture was stirred at room temperature for 23 hours. DTAD (4.26 mmol) and PPh3 (1.12 g, 4.26 mmol) were added at 0° C. to the reaction mixture, which was stirred at room temperature for 24 hours. The resulting mixture was concentrated and then purified by silica gel chromatography (Hex/EA=1/1→DCM/MeOH=10/1) to obtain the title compound (512 mg, 76%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08999973B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-6c198f8679f3412aa7f9c32c5dc2c004 |
| Source note | uspto-grants-2015_04 |