HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1035240Generated: October 31, 2026
4-Hydroxybenzaldehyde → HCID 58043115, compound
https://huagongshe.com/reaction/1035240
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Hydroxybenzaldehyde | HCID 126 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 1-(5-Phenyl-1,3,4-oxadiazole-2-carbonyl)azetidin-3-yl methanesulfonate | HCID 58043099 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 58043115 | HCID 58043115 | 66.1% |
Reaction Steps
Intermediate 53B (5.0 g, 15.5 mmol) was dissolved in DMA (40 mL) and 4-hydroxybenzaldehyde (2.17 g, 17.8 mmol) was added followed by Cs2CO3 (5.8 g, 17.8 mmol). The mixture was stirred at 110° C. for 5 h. Water was added and the mixture was extracted trice with DCM. The solution was filtered through a phase separator and the solvent was removed by evaporation. Ether was added to the residue and the formed solid was filtered and washed with ether. The product was dried in vacuo to give 3.58 g (66%) of 71A as a beige solid. 1H NMR (500 MHz, CDCl3): δ 4.37 (m, 1H), 4.70 (m, 1H), 4.79 (m, 1H), 5.18 (m, 2H), 6.91 (d, 2H), 7.53 (t, 2H), 7.60 (t, 1H), 7.87 (d, 2H), 8.16 (d, 2H), 9.92 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08546375B2 |
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| Source dataset | uspto-grants-2013_10 |
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| ORD ID | ord-d57330169b324064a880f5c671d19ecc |
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| Source note | uspto-grants-2013_10 |
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