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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 751039Generated: October 29, 2026

Triphenylphosphine → Methyl 5-(acetylamino)-3,4-dihydro-2H-1-benzopyran-8-carboxylate

https://huagongshe.com/reaction/751039

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantHCID 70859532HCID 70859532—
SolventTetrahydrofuranHCID 8028—
ProductMethyl 5-(acetylamino)-3,4-dihydro-2H-1-benzopyran-8-carboxylateHCID 5425268577.8%

Reaction Steps

To a solution of compound 5A (1.80 g, 6.7 mmol) and Ph3P (1.94 g, 7.4 mmol) in THF (30 mL) cooled at 0° C. was added dropwise DEAD (1.17 mL, 7.4 mmol). After addition, the reaction mixture was stirred at rt for 2 h, then concentrated under reduced pressure. The residue was chromatographed (silica gel) eluting with 50% to 100% EtOAc/hexane to furnish the title compound (1.3 g) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07405234B2
Source datasetuspto-grants-2008_07
ORD IDord-e4b58efabc4142a98231d5d1c84c4612
Source noteuspto-grants-2008_07