Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Benzophenone imine | HCID 136809 | — |
| Reactant | HCID 22018349 | HCID 22018349 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Catalyst | Binap, (A+-)- | HCID 634876 | — |
| Catalyst | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178474043 | HCID 178474043 | — |
Reaction Steps
A mixture of 1-(6-bromo-naphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (14.0 g), benzophenone imine (5.18 g), tris(dibenzylideneacetone)dipalladium (440 mg), (R)-(+)-2,2′-bis(diphenylphosphino)-1,1′-binaphthyl (872 mg) and sodium t-butoxide (5.72 g) in toluene (140 ml) was heated at 80° C. for 18 h under argon atmosphere. After cooling, the mixture was diluted with ethyl acetate, filtered with celite pad. The filtrate was concentrated and the residue was chromatographed on silica gel (eluent; hexane:THF=1:1) followed by crystallization from hexane-THF (4:1) to give yellow titled compound (14.3 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06649643B1 |
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| Source dataset | uspto-grants-2003_11 |
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| ORD ID | ord-234d976244c044abb824a619305a0563 |
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| Source note | uspto-grants-2003_11 |
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