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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1253692Generated: November 3, 2026

Benzene, 1-bromo-4-(trifluoromethyl)- → HCID 66701118, compound

https://huagongshe.com/reaction/1253692

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzene, 1-bromo-4-(trifluoromethyl)-HCID 67872—
ReactantBinap, (A+-)-HCID 634876—
Reactanttert-Butyl 2,8-diazaspiro[4.5]decane-2-carboxylateHCID 34178604—
Catalystpalladium(II) acetateHCID 167845—
SolventTolueneHCID 1140—
ProductHCID 66701118HCID 6670111837%

Reaction Conditions

Temperature120 °C

Reaction Steps

Sodium t-butylate (6.24 mmol, 3.0 eq.) was added to a stirred mixture of tert-butyl 2,8-diazaspiro[4.5]decane-2-carboxylate (2.08 mmol, 1.0 eq.) and 1-bromo-4-(trifluoromethyl)benzene (2.08 mmol, 1.0 eq.) in toluene (15 ml) and the reaction mixture was degassed with N2. BINAP (0.12 mmol, 0.06 eq.) and Pd(OAc)2 (0.04 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: 37%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455475B2
Source datasetuspto-grants-2013_06
ORD IDord-895c0071626245258fa22d020c9c38c0
Source noteuspto-grants-2013_06