HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449449Generated: October 29, 2026
Hydrochloric Acid → HCID 59496759, compound
https://huagongshe.com/reaction/449449
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | 5-Cyclobutylidene-2,2-dimethyl-1,3-dioxane-4,6-dione | HCID 59496546 | — |
| Catalyst | Tetrabutylammonium Bromide | HCID 74236 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 59496759 | HCID 59496759 | 95.6% |
Reaction Steps
Potassium cyanide (0.12 g, 1.8 mmol) was added to a mixture of 5-cyclobutylidene-2,2-dimethyl-1,3-dioxane-4,6-dione (0.30 g, 1.5 mmol) and tetra-N-butylammonium bromide (0.049 g, 0.15 mmol) (Sigma-Aldrich, Cat. #193119) in ethanol (5.0 mL). The reaction mixture was stirred at 80° C. for 2 h. After cooled to r.t., the mixture was adjusted to pH=2 with aqueous HCl. The mixture was extracted with ethyl acetate (3×20 mL). The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on a silica gel column with ethyl acetate in dichloromethane (0-80%) to afford the desired product (0.32 g, 94%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08481732B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-c67ce501b9654c068116e46837b5938b |
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| Source note | uspto-grants-2013_07 |
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