HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 504436Generated: October 27, 2026
Toluene → 1-Oxa-7-azaspiro[4.4]nonane-7-carboxylic acid, 4,4-dimethyl-, 1,1-dimethylethyl ester
https://huagongshe.com/reaction/504436
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Azobisisobutyronitrile | HCID 6547 | — |
| Reactant | Tris(trimethylsilyl)silane | HCID 123134 | — |
| Reactant | 1-Oxa-7-azaspiro[4.4]nonane-7-carboxylic acid, 3-iodo-4,4-dimethyl-, 1,1-dimethylethyl ester | HCID 66662552 | — |
| Product | 1-Oxa-7-azaspiro[4.4]nonane-7-carboxylic acid, 4,4-dimethyl-, 1,1-dimethylethyl ester | HCID 66661997 | — |
Reaction Steps
A mixture of tert-butyl 3-iodo-4,4-dimethyl-1-oxa-7-azaspiro[4.4]nonane-7-carboxylate (0.47 g, 0.0012 mol), tris(trimethylsilyl)silane (0.456 mL, 0.00148 mol) and 2,2′-azo-bis-isobutyronitrile (0.002 g, 0.00001 mol) in toluene (10.00 mL, 0.09388 mol) was heated at 90° C. overnight. The volatiles were removed in-vacuo and the residue was purified by CombiFlash, eluting with 0 to 30% EtOAc in hexane, to provide the THF compound. LCMS (M+Na) 278.2.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07776874B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-c7308bcccfcd4bb19917f622c7444506 |
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| Source note | uspto-grants-2010_08 |
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