HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922135Generated: November 1, 2026
Hydrochloric Acid → 3-(5-Bromo-2-methylphenyl)-4-hydroxy-8-methoxy-8-(trifluoromethyl)-1-azaspiro[4.5]dec-3-en-2-one
https://huagongshe.com/reaction/922135
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | Methyl 1-{[(5-bromo-2-methylphenyl)acetyl]amino}-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylate | HCID 71246345 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 3-(5-Bromo-2-methylphenyl)-4-hydroxy-8-methoxy-8-(trifluoromethyl)-1-azaspiro[4.5]dec-3-en-2-one | HCID 90413776 | — |
Reaction Steps
2.26 g (20.16 mmol) of potassium tert-butoxide were added to 4.70 g (10.08 mmol) of methyl 1-{[(5-bromo-2-methylphenyl)acetyl]amino}-4-methoxy-4-(trifluoromethyl)cyclohexanecarboxylate (Example 36A) in 50 ml of N,N-dimethylformamide. The reaction mixture was stirred at 80° C. for 60 minutes. For work-up, the cold reaction mixture was poured into 800 ml of ice-water and acidified with aqueous hydrochloric acid. The crude product was filtered off and dried. This gave 3.68 g (84% of theory) of the title compound as a beige powder.
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-a38e261f49974b209326d22340ff129e |
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| Source note | uspto-grants-2016_03 |
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