HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 25026306, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(Methylsulfonyl)phenol | HCID 123350 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 66911064 | HCID 66911064 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25026306 | HCID 25026306 | — |
Reaction Steps
To a solution of 4-(4-hydroxymethyl-5-methyl-thiazol-2-yl)-piperidine-1-carboxylic acid tert-butyl ester (0.18 g, 0.6 mmol), 4-methanesulfonyl-phenol (0.1 g, 0.6 mmol) and PPh3 (0.19 g, 0.72 mmol) in THF (5 mL) was added diethylazodicarboxylate (DEAD) (0.22 g, 0.72 mmol) at room temperature. The resulting mixture was stirred at room temperature for 30 minutes. The solvent was removed and the residue was purified by flash chromatography on silica gel to afford the desired product. 1H NMR (CDCl3): δ 7.9 (2H, d, J=9 Hz), 7.09 (2H, d, J=9 Hz), 5.2 (2H, s), 4.28-4.10 (2H, m), 3.14-3.04 (1H, m), 3.04 (3H, s), 2.9-2.8 (2H, m), 2.44 (3H, s), 2.1˜2 (2H, m), 1.76-1.64 (2H, m), 1.47 (9H, s).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08975258B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-5c397886d7fc412ba32c7e2aa228af76 |
| Source note | uspto-grants-2015_03 |