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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690466Generated: November 2, 2026

Triphenylphosphine → HCID 66906418, compound

https://huagongshe.com/reaction/1690466

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 numberUS08153659B2
Source datasetuspto-grants-2012_04
ORD IDord-84c3a563a8e94db9857f4dd908622d86
Source noteuspto-grants-2012_04