Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | 4-Tributylstannanylethynyl-morpholine | HCID 13581164 | — |
| Reactant | 1-(Azidomethyl)-3,5-bis(trifluoromethyl)benzene | HCID 44185743 | — |
| Product | HCID 86601243 | HCID 86601243 | 66% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07320994B2 |
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| Source dataset | uspto-grants-2008_01 |
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| ORD ID | ord-37269fba170d4de699b26db9ac681871 |
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| Source note | uspto-grants-2008_01 |
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