HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Hydroxide → HCID 117821419, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 3,3,3-Trifluoro-1-propanol | HCID 137512 | — |
| Reactant | (2-Chloro-6-(1-ethoxyvinyl)pyrimidin-4-yl)methyl methanesulfonate | HCID 117821115 | — |
| Catalyst | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | HCID 117821419 | HCID 117821419 | 11.5% |
Reaction Steps
To a solution of (2-chloro-6-(1-ethoxyvinyl)pyrimidin-4-yl)methyl methanesulfonate (0.452 g, 1.54 mmol) in benzene (7 mL) were added 3,3,3-trifluoropropan-1-ol (0.264 g, 2.32 mmol), sodium hydroxide (5 M, 0.463 mL, 2.32 mmol) and tetrabutylammonium hydrogen sulfate (0.052 g, 0.15 mmol). The mixture was stirred vigourously over night at room temperature. The mixture was filtered through a short silica plug with magnesium sulfate on top. The filter was washed with EtOAc. The mixture was purified by preparative HPLC to give 2-chloro-4-(1-ethoxyvinyl)-6-((3,3,3-trifluoropropoxy)methyl)pyrimidine 0.055 g 11%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09439904B2 |
| Source dataset | uspto-grants-2016_09 |
| ORD ID | ord-858020decce040b0a2758796bc369d3b |
| Source note | uspto-grants-2016_09 |