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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712977Generated: October 30, 2026

Ammonium formate → Tert-butyl 9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylate

https://huagongshe.com/reaction/712977

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium formateHCID 2723923—
ReactantTert-butyl 8-[(4-methoxyphenyl)methyl]-9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylateHCID 70872472—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductTert-butyl 9-phenyl-11-oxa-3,8-diazaspiro[5.5]undecane-3-carboxylateHCID 7087258793%

Reaction Conditions

Temperature70 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181273B2
Source datasetuspto-grants-2015_11
ORD IDord-d4d1d711c88e4f8b9c310da655efb27c
Source noteuspto-grants-2015_11