HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Hydroxybenzaldehyde → HCID 58043115, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Hydroxybenzaldehyde | HCID 126 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(5-Phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonate | HCID 58043099 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58043115 | HCID 58043115 | 67.4% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
4-Hydroxybenzaldehyde (1.10 g, 9.17 mmol), cesium carbonate (3.49 g, 10.70 mmol) and 53B (2.70 g, 7.64 mmol) were mixed with DMF (80 mL). The mixture was stirred at 110° C. for 18 h and then cooled to RT. The solids were filtered off and the filtrate was evaporated. The residue was treated with methanol and the formed solid was collected by filtration. Drying under vacuum afforded 1.8 g (62%) of 68A as a beige solid. 1H NMR (500 MHz, DMSO-d6): δ 3.85 (s, 3H), 4.13 (dd, 1H), 4.57 (dd, 1H), 4.65 (dd, 1H), 5.12 (dd, 1H), 5.29 (m, 1H), 7.10 (d, 2H), 7.16 (d, 2H), 7.90 (d, 2H), 8.00 (d, 2H), 9.90 (s, 1H), MS (APCI+) m/z 380 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08546375B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-a6f001ddc15f4df7b2cdbc9caebaa8b0 |
| Source note | uspto-grants-2013_10 |