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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 131291Generated: October 30, 2026

Toluene → HCID 86605585, compound

https://huagongshe.com/reaction/131291

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantAcetic acid, 2-(triphenylphosphoranylidene)-, methyl esterHCID 17453—
ReactantHCID 86605586HCID 86605586—
ProductHCID 86605585HCID 8660558575%

Reaction Conditions

Temperature60 °C

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07384952B2
Source datasetuspto-grants-2008_06
ORD IDord-518c49ac709f4cff96490221587cc406
Source noteuspto-grants-2008_06