HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 4-[4-(Benzyloxy)butoxy]-6-(trifluoromethyl)pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diisopropyl diazene-1,2-dicarboxylate | HCID 75555 | — |
| Reactant | 4-Benzyloxy-1-butanol | HCID 562212 | — |
| Reactant | HCID 178516143 | HCID 178516143 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[4-(Benzyloxy)butoxy]-6-(trifluoromethyl)pyrimidine | HCID 59527261 | 52.1% |
Reaction Steps
To a solution of 4-(benzyloxy)butan-1-ol (3.00 g), 6-(trifluoromethyl)pyrimidin-4-ol (3.00 g), and triphenylphosphine (5.25 g) in THF (30 mL) was added diisopropyl azodicarboxylate (4.05 g), and the mixture was stirred at room temperature for 30 minutes. The reaction mixture was concentrated under reduced pressure, and then the residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=9/1) to obtain 4-[4-(benzyloxy)butoxy]-6-(trifluoromethyl)pyrimidine (2.83 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367702B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-456c051eee1c446ea8710e55bc88f3cb |
| Source note | uspto-grants-2013_02 |