HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253689Generated: November 2, 2026
1-Chloro-4-iodobenzene → HCID 66700954, compound
https://huagongshe.com/reaction/1253689
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 1-Chloro-4-iodobenzene | HCID 12510 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | tert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylate | HCID 34178604 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 66700954 | HCID 66700954 | 50% |
Reaction Steps
Sodium t-butylate (4.99 mmol, 3.0 eq.) was added to a stirred solution of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (1.66 mmol, 1.0 eq.) and 1-chloro-4-iodobenzene (1.66 mmol, 1.0 eq.) in toluene (12 ml) and the reaction mixture was degassed with N2. BINAP (0.099 mmol, 0.06 eq.) and Pd(OAc)2 (0.03 mmol, 0.02 eq.) were added and the reaction mixture obtained was heated at 120° C. for 12 h. The reaction mixture was filtered over Celite and the filtrate was concentrated in vacuo in order to obtain the crude product, which was purified by column chromatography (silica gel, 10% ethyl acetate in hexane), so that the desired product was achieved. Yield: 50%
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08455475B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-757627c86da24838b993cc5dad33c452 |
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| Source note | uspto-grants-2013_06 |
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