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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 39411Generated: October 29, 2026

5-Chloro-9-isopropylidene-1,4-dihydro-1,4-methano-naphthalene → 5-Chloro-9-isopropylidene-1,2,3,4-tetrahydro-1,4-methano-naphthalene

https://huagongshe.com/reaction/39411

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Chloro-9-isopropylidene-1,4-dihydro-1,4-methano-naphthaleneHCID 57857606—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventTetrahydrofuranHCID 8028—
Product5-Chloro-9-isopropylidene-1,2,3,4-tetrahydro-1,4-methano-naphthaleneHCID 6745315797.3%

Reaction Steps

170 g of 5-Chloro-9-isopropylidene-1,4-dihydro-1,4-methano-naphthalene (0.785 mol), 0.5 g of Pd 10% (0.2 mmol) and 1 liter THF were charged in an hydrogenation reactor. 19 liter Hydrogen was feed at ambient temperature; the reaction was carried out at 0.05 MPa pressure. After complete conversion, the reaction mixture was filtered off over hyflo and product solution was evaporated to give 167 g product (Purity: 92%; Yield: 90%). The product was crystallized with MeOH, filtered off and dried. Purity: 97.54%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08524915B2
Source datasetuspto-grants-2013_09
ORD IDord-3bbb27477eed4456bb3c94adb9b76beb
Source noteuspto-grants-2013_09