Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Toluene | HCID 1140 | — |
| Reactant | Acetic acid, 2-(triphenylphosphoranylidene)-, methyl ester | HCID 17453 | — |
| Reactant | HCID 86605586 | HCID 86605586 | — |
| Product | HCID 86605585 | HCID 86605585 | 75% |
Reaction Steps
To a solution of tert-butyl [[4-oxo-6-[(1-pyrrolidinyl)methyl]-4H-pyran-3-yl]oxy]acetate (compound obtained in Reference Example 249(2), 12 g) in toluene is added (1-methoxycarbonylmethylidene)triphenylphosphoran (17.36 g) and the mixture is stirred at 60° C. for 3 hours. The reaction mixture is concentrated and the residue is purified by flash column chromatography on silica gel (Solvent; n-hexane:ethyl acetate=1:1) to give tert-butyl [2-[(1E)-2-(methoxycarbonyl)vinyl]-4-oxo-4H-pyran-3-yl]-oxyacetate (10.99 g, yield; 75%) as colorless crystals. MS (ESI) m/z; 311 [M+H]+, M.p. 115-116° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07384952B2 |
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| Source dataset | uspto-grants-2008_06 |
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| ORD ID | ord-518c49ac709f4cff96490221587cc406 |
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| Source note | uspto-grants-2008_06 |
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