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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1915159Generated: November 1, 2026

Piperonyl alcohol → HCID 66906062, compound

https://huagongshe.com/reaction/1915159

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 numberUS08614328B2
Source datasetuspto-grants-2013_12
ORD IDord-2975b2f17bb4453c8b31aea23d471f21
Source noteuspto-grants-2013_12