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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 552899Generated: October 30, 2026

Triphenylphosphine → HCID 57779816, compound

https://huagongshe.com/reaction/552899

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantHCID 57779822HCID 57779822—
CatalystChlorotris(triphenylphosphine)rhodium(I)HCID 84599—
SolventTolueneHCID 1140—
ProductHCID 57779816HCID 5777981679.7%

Reaction Steps

10 mg (0.036 mmol) of 4-[(6-chloropyridin-3-yl)methyl]-4,5,8,8a-tetrahydro-2H-furo[3,2-b]azepin-2-one (1-6) are dissolved in 10 ml of toluene, 5 mg (0.005 mmol) of tris(triphenylphosphine)rhodium(I) chloride and 4 mg (0.015 mmol) of triphenylphosphine are added and the mixture is hydrogenated under a hydrogen pressure of 3 bar and at 110-120° C. for 24 hours. The mixture is filtered and the filtrate is concentrated under reduced pressure. Purification of the residue by column chromatography on silica gel (silica gel 60, Merck, particle size: 0.04 to 0.063 mm) using the mobile phase mixture ethyl acetate:cyclohexane (2:1 to 4:1) gives 8 mg (79% of theory) of 4-[(6-chloropyridin-3-yl)methyl]-4,5,6,7,8,8a-hexahydro-2H-furo[3,2-b]azepin-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07951951B2
Source datasetuspto-grants-2011_05
ORD IDord-677ac500b1ab47f5883f1792d82c1f4f
Source noteuspto-grants-2011_05