Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690463Generated: October 31, 2026

Triphenylphosphine → HCID 66906475, compound

https://huagongshe.com/reaction/1690463

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 numberUS08153659B2
Source datasetuspto-grants-2012_04
ORD IDord-a900719fe42d44f180695e0682a6b090
Source noteuspto-grants-2012_04