HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 72892Generated: October 30, 2026
Ammonium formate → Tert-butyl 9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate
https://huagongshe.com/reaction/72892
Participants
| Role | Name | HCID | Charge |
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| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | Tert-butyl 8-[(4-methoxyphenyl)methyl]-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate | HCID 70872472 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | Tert-butyl 9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate | HCID 70872587 | 93% |
Reaction Steps
To tert-butyl 8-[(4-methoxyphenyl)methyl]-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate (500 mg, 1.11 mmol), Pd (500 mg, 4.70 mmol) and ammonium formate (697 mg, 11.05 mmol) was added methanol. The reaction mixture was then heated at 70° C. for 16 hours. The reaction mixture was filtered through a plug of celite and the solvent was concentrated in vacuo to obtain tert-butyl 9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate (340 mg, 93%) as an oil. ESI-MS m/z calc. 332.4. Found 333.5 (M+1)+; Retention time: 1.21 minutes (3 min run).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08828996B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-a57a8913bda544fea5b6db30e3f107b2 |
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| Source note | uspto-grants-2014_09 |
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