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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2251965Generated: October 26, 2026

Toluene → HCID 86601243, compound

https://huagongshe.com/reaction/2251965

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant4-Tributylstannanylethynyl-morpholineHCID 13581164—
Reactant1-(Azidomethyl)-3,5-bis(trifluoromethyl)benzeneHCID 44185743—
ProductHCID 86601243HCID 8660124366%

Reaction Conditions

Temperature100 °C

Reaction Steps

Add 1-azidomethyl-3,5-bis-trifluoromethyl-benzene (1.21 g, 4.5 mmol) to a solution of 4-tributylstannanylethynyl-morpholine in toluene (5 mL) (1.20 g, 3.0 mmol). See Berger, D., et al., Helv. Chim. Acta (1996) 79(I): 179-91. Flush with N2, seal in reaction vessel, and heat at 100° C. overnight. Concentrate, dissolve residue in CHCl3, dry over MgSO4, concentrate. Purify by flash chromatography on silica gel eluting with 0-30% EtOAc/hexanes to afford the title compound (710 mg, 66%); MS(IS) 669 (M+1); TLC: Rf=0.53 (25% EtOAc/hexanes).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07320994B2
Source datasetuspto-grants-2008_01
ORD IDord-37269fba170d4de699b26db9ac681871
Source noteuspto-grants-2008_01