HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1062589Generated: November 2, 2026
Water → 4-{[tert-Butyl(dimethyl)silyl]oxy}benzaldehyde
https://huagongshe.com/reaction/1062589
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 11339553 | HCID 11339553 | — |
| Reactant | HCID 22281868 | HCID 22281868 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-{[tert-Butyl(dimethyl)silyl]oxy}benzaldehyde | HCID 10879133 | — |
Reaction Steps
To 0.65 g (1.5 mmol) 4-(6-Iodo-1-methyl-2,4-dioxo-1,4-dihydro-2H-quinazolin-3-ylmethyl)-benzoic acid and 0.77 g (6.0 mmol) di-isopropyl ethylamine in 15 ml DMF is added bis-triphenylphosphine palladium di-chloride (catalytic) followed by CuI (catalytic). 0.5 g (2.0 mmol) tert-Butyl-dimethyl-(4-prop-2-ynyl-phenoxy)-silane is added and the mixture is heated to 70° C. for 6 hours. The mixture is allowed to cool to room temperature and stir overnight. Water is added and the mixture stirred 30 minutes. Filter and dry under reduced pressure. Purify by flash chromatography (EtOAc/hexane eluent)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06962922B2 |
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| Source dataset | uspto-grants-2005_11 |
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| ORD ID | ord-9ac556147ae54adf8346fe2946eb1aff |
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| Source note | uspto-grants-2005_11 |
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