HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → HCID 68727290, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 1-Isopropylpiperidin-4-ol | HCID 79681 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | HCID 68726284 | HCID 68726284 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68727290 | HCID 68727290 | 64.1% |
Reaction Steps
The above prepared ((cis)-2,6-dimethyl-morpholin-4-yl)-(5-hydroxy-benzofuran-2-yl)-methanone (0.150 g, 0.545 mmol) was dissolved in 2.7 mL of THF and treated successively at 10° C. with 1-isopropyl-piperidin-4-ol (0.156 g, 2 eq.), triphenylphosphine (0.285 g, 2 eq.) and DIAD (0.212 mL, 2 eq.), and the mixture then kept at ambient temperature for another 3 h. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by two flash chromatographies (SiO2, NEt3/AcOEt=4/96 and CH2Cl2/MeOH=9/1), yielded eventually 0.140 g of the title compound as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07534788B2 |
| Source dataset | uspto-grants-2009_05 |
| ORD ID | ord-f7391d1fdef64cba989f9d893c6666e6 |
| Source note | uspto-grants-2009_05 |