HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922133Generated: October 31, 2026
Hydrochloric Acid → 11-(5-Bromo-2-methylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-11-en-10-one
https://huagongshe.com/reaction/922133
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Methyl 8-{[(5-bromo-2-methylphenyl)acetyl]amino}-1,4-dioxaspiro[4.5]decane-8-carboxylate | HCID 67375909 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 11-(5-Bromo-2-methylphenyl)-12-hydroxy-1,4-dioxa-9-azadispiro[4.2.4.2]tetradec-11-en-10-one | HCID 68271126 | — |
Reaction Steps
1.92 g (17.08 mmol) of potassium tert-butoxide were added to 3.64 g (8.54 mmol) of methyl 8-{[(5-bromo-2-methylphenyl)acetyl]amino}-1,4-dioxaspiro[4.5]decane-8-carboxylate (Example 27A) in 43 ml of N,N-dimethylformamide. The reaction mixture was stirred at 80° C. for 30 minutes. For work-up, the cold reaction mixture was poured into 500 ml of ice-water and acidified to pH=4 with aqueous hydrochloric acid. The crude product was filtered off. Drying gave 2.49 g (74% of theory) of the title compound which was used without further characterization in the next step.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09278925B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-3013755f143d4aa9af5cf02df95828df |
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| Source note | uspto-grants-2016_03 |
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