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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171056Generated: November 1, 2026

Triphenylphosphine → HCID 54578471, compound

https://huagongshe.com/reaction/2171056

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantMethyl 3-hydroxypivalateHCID 84152—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 67461726HCID 67461726—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 54578471HCID 5457847128.6%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a stirring solution of methyl 3-hydroxy-2,2-dimethylpropanoate (2.76 g, 20.94 mmol, in portions) in tetrahydrofuran (25 mL) was added diethylazodicarboxylate (2.43 g, 13.96 mmol), triphenylphosphine (3.59 g, 13.96 mmol) and 5-(2-hydroxy-3,4-dimethoxyphenyl)isobenzofuran-1(3H)-one (2 g, 6.98 mmol) and the resultant reaction mixture was heated to 70° C. for 6 h. The reaction mixture was diluted with ethyl acetate layer, washed with water, dried over anhydrous sodium sulphate and concentrated under reduced pressure. Purification of the residue by flash, column chromatography (silica gel, 0-20% ethyl acetate in pet ether) to afford Methyl 3-(2,3-dimethoxy-6-(1-oxo-1,3-dihydroisobenzofuran-5-yl)phenoxy)-2,2-dimethylpropanoate as a solid (800 mg, 28.6%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09051290B2
Source datasetuspto-grants-2015_06
ORD IDord-524a786dec524c8f8df29c2844d2954e
Source noteuspto-grants-2015_06