HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 70513Generated: October 28, 2026
Hydrochloric Acid → HCID 86658000, compound
https://huagongshe.com/reaction/70513
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | 3-({[Tert-butyl(diphenyl)silyl]oxy}methyl)-6-(dimethoxymethyl)-2-methoxypyridine | HCID 67399848 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86658000 | HCID 86658000 | 73% |
Reaction Steps
1 M hydrochloric acid (40 mL) was added to a solution of 3-({[tert-butyl(diphenyl)silyl]oxy}methyl)-6-(dimethoxymethyl)-2-methoxypyridine (5.47 g) in tetrahydrofuran (40 mL), and the mixture was stirred at 60° C. for two hours. The reaction solution was poured into water, followed by extraction with ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and filtered. The solvent was then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=5:1→1:1) to give 5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-6-methoxypyridine-2-carbaldehyde (3.2 g, 73%) as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08822503B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-a132f3480d1e4b5683aa0f7d6f9e6028 |
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| Source note | uspto-grants-2014_09 |
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