Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709578Generated: October 31, 2026

Triphenylphosphine → HCID 66906418, compound

https://huagongshe.com/reaction/709578

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantDimethyl 3-hydroxyphthalateHCID 12223651—
Reactant(4-Fluoro-1-benzothiophen-2-yl)methanolHCID 53396439—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66906418HCID 6690641877%

Reaction Steps

To a stirred suspension of 3-hydroxyphthalic acid dimethyl ester (1.1 g, 5.2 mmol), (4-fluoro-benzo[b]thiophen-2-yl)-methanol (0.96 g, 10.5 mmol), and polymer-supported triphenyl phosphine (3.0 g, 10.5 mmol) in THF (35 mL) in an ice-bath was slowly added diisopropyl azodicarboxylate (2.1 mL, 10.5 mmol) and stirred at r.t. overnight. The mixture was filtered and the solid 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-(4-fluoro-benzo[b]thiophen-2-ylmethoxy)-phthalic acid dimethyl ester (1.5 g, 76% yield). The product was used in the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181216B2
Source datasetuspto-grants-2015_11
ORD IDord-93351b95db5948ce9630b56055e82ad8
Source noteuspto-grants-2015_11