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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

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-iodobenzeneHCID 12510—
ReactantBinap, (A+-)-HCID 634876—
Reactanttert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylateHCID 34178604—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 66700954HCID 6670095450%

Reaction Conditions

Temperature120 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455475B2
Source datasetuspto-grants-2013_06
ORD IDord-757627c86da24838b993cc5dad33c452
Source noteuspto-grants-2013_06