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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1093461Generated: November 3, 2026

4-(3-Hydroxyprop-1-ynyl)benzonitrile → 4-(3-Hydroxypropyl)benzonitrile

https://huagongshe.com/reaction/1093461

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-(3-Hydroxyprop-1-ynyl)benzonitrileHCID 2822702—
CatalystChlorotris(triphenylphosphine)rhodium(I)HCID 84599—
SolventTolueneHCID 1140—
Product4-(3-Hydroxypropyl)benzonitrileHCID 1108417870.7%

Reaction Conditions

Temperature65 °C

Reaction Steps

A suspension of Compound 72-1 (5.79 g) and chlorotris(triphenylphosphine)rhodium(I) (5.00 g) in toluene (150 ml) was stirred under a hydrogen atmosphere at 65° C. for 15 hr. The reaction mixture was concentrated, diisopropyl ether was added and the mixture was filtered through celite. The filtrate was concentrated and the obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=99:1-50:50) to give the object product (4.20 g) as a brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08129361B2
Source datasetuspto-grants-2012_03
ORD IDord-5792507b202048c4882de0058a3f43a5
Source noteuspto-grants-2012_03