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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1417476Generated: November 2, 2026

Dichloromethane → HCID 53739781, compound

https://huagongshe.com/reaction/1417476

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTetrahydrofuranHCID 8028—
ReactantHCID 53919312HCID 53919312—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
ProductHCID 53739781HCID 5373978124.9%

Reaction Steps

A catalytic amount of 10% w/w palladium on charcoal was added under a stream of hydrogen to a solution of 260.2 mg (0.656 mmol) of benzyl (1-phenyl-1,2,3,4-tetrahydro-β-carbolin-2-yl)acetate, as obtained in Example 71, in 2 ml each of methanol and of tetrahydrofuran, and hydrogenation was allowed to proceed for 3 hours. The palladium on charcoal catalyst was removed from the reaction mixture by filtration, and the solvent was removed by evaporation under reduced pressure to give 0.32 g of a crude mixture. The resulting residue was subjected to column chromatography using 5 g of silica gel with a 19:1 by volume mixture of methylene chloride and methanol as the eluent, to yield 0.05 g of the title compound as a pale yellow powder, melting at 157°-164° C. (with decomposition).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05877199
Source datasetuspto-grants-1999_03
ORD IDord-bd9ae654088746db98564272227c35cd
Source noteuspto-grants-1999_03