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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39412Generated: October 30, 2026

Triphenylphosphine → HCID 58479486, compound

https://huagongshe.com/reaction/39412

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantOzoneHCID 24823—
Reactant5-Chloro-9-isopropylidene-1,2,3,4-tetrahydro-1,4-methano-naphthaleneHCID 67453157—
SolventMethanolHCID 887—
SolventDichloromethaneHCID 6344—
ProductHCID 58479486HCID 58479486—

Reaction Conditions

Temperature-40 °C

Reaction Steps

In a 20 liter reactor, 600 g of 5-chloro-9-isopropylidene-1,2,3,4-tetrahydro-1,4-methano-naphthalene (27.43 mol) were charged in a mixture of 13 l CH2Cl2 and 0.5 l of MeOH. The reaction mixture was cooled down at −40° C. and an ozone stream (55 kg/h) was feed until change of color. After elimination of the ozone residue, PPh3 (23.83 mol) was added and reaction mixture was heated to ambient temperature. The purification was done via chromatography. 421 g white solid product was isolated with a purity >98%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524915B2
Source datasetuspto-grants-2013_09
ORD IDord-c8fb69fd08994709bd52e564019ff23e
Source noteuspto-grants-2013_09