Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 709575Generated: October 30, 2026

Triphenylphosphine → HCID 66906475, compound

https://huagongshe.com/reaction/709575

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant(3-Chloro-1-benzothien-2-yl)methanolHCID 821965—
ReactantDimethyl 3-hydroxyphthalateHCID 12223651—
SolventTetrahydrofuranHCID 8028—
ProductHCID 66906475HCID 66906475111.9%

Reaction Steps

To a stirred suspension of 3-hydroxyphthalic acid dimethyl ester (1.0 g, 4.8 mmol), (3-chloro-benzo[b]thiophen-2-yl)-methanol (1.9 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 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-(3-chloro-benzo[b]thiophen-2-ylmethoxy)-phthalic acid dimethyl ester (2.1 g, 109% crude 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-2ba7eee4d1344840b2911fe98e6629e2
Source noteuspto-grants-2015_11