HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 497207Generated: October 25, 2026
Hydrochloric Acid → 4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde
https://huagongshe.com/reaction/497207
Participants
| Role | Name | HCID | Charge |
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| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 1-Piperidinecarboxaldehyde | HCID 17429 | — |
| Reactant | 2-(4-Bromophenyl)-2-methyl-1,3-dioxolane | HCID 614920 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-Methyl-1,3-dioxolan-2-yl)benzaldehyde | HCID 11961584 | — |
Reaction Steps
To a stirred solution of 2-(4-bromophenyl)-2-methyl-1,3-dioxolane (2.0 g, 8.23 mmol) in THF (7 ml) was added n-BuLi (1.61 M solution in hexane, 5.47 ml, 8.8 mmol) at −78° C. under nitrogen, and the mixture was stirred for 2 hour, then allowed to warm up to 0° C. for 30 min. A solution of 1-formylpiperidine (930 mg, 8.23 mmol) in THF (5 ml) was added, and the mixture was stirred for 2 hours. The mixture was made neutral by addition of 1N HCl solution, and the whole was extracted with diethylether. The organic layer was washed with saturated NaHCO3 aqueous solution, brine, dried over MgSO4, and concentrated in vacuo. The compound was used for next reaction without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06949536B2 |
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| Source dataset | uspto-grants-2005_09 |
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| ORD ID | ord-327ab84d4587430891d651c9838efa5f |
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| Source note | uspto-grants-2005_09 |
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