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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690454Generated: November 2, 2026

Piperonyl alcohol → HCID 66906062, compound

https://huagongshe.com/reaction/1690454

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperonyl alcoholHCID 10322—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantDimethyl 3-hydroxyphthalateHCID 12223651—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66906062HCID 66906062102.9%

Reaction Steps

To a stirred suspension of 3-hydroxyphthalic acid dimethyl ester (1.0 g, 4.8 mmol), benzo[1,3]dioxol-5-yl-methanol (1.4 g, 9.5 mmol), and polymer-supported triphenyl phosphine (3.0 g, 9.5 mmol) in THF (30 mL) in an ice-bath was slowly added diisopropyl azodicarboxylate (1.9 mL, 9.5 mmol) and stirred at r.t. overnight. The mixture was filtered and the filter was washed with ethyl acetate (10 mL). The filtrate was evaporated and the residue was purified by flash column chromatography (EtOAc/Hexane) to give 3-(benzo[1,3]dioxol-5-ylmethoxy)-phthalic acid dimethyl ester (1.7 g, 102% crude yield). The product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153659B2
Source datasetuspto-grants-2012_04
ORD IDord-cc89deb3367a47819a9a6903958074bc
Source noteuspto-grants-2012_04