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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 925122Generated: October 30, 2026

1-(4-(Benzyloxy)-5-methoxy-2-nitrophenyl)-cyclobutanecarbonitrile → 1-(4-Hydroxy-5-methoxy-2-nitrophenyl)cyclobutanecarbonitrile

https://huagongshe.com/reaction/925122

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(4-(Benzyloxy)-5-methoxy-2-nitrophenyl)-cyclobutanecarbonitrileHCID 101043616—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventEthanolHCID 702—
Product1-(4-Hydroxy-5-methoxy-2-nitrophenyl)cyclobutanecarbonitrileHCID 9213512999%

Reaction Conditions

Temperature70 °C

Reaction Steps

A solution of 1-(4-(benzyloxy)-5-methoxy-2-nitrophenyl)cyclobutanecarbonitrile (2.78 g, 8.22 mmol), from Step 2, in EtOH (30 mL) was treated with 10% Pd/C (0.87 g, 0.822 mmol), fitted with hydrogen filled balloon and heated to 70° C. for 3 hours under hydrogen atmosphere. The catalyst was filtered off and washed with EtOH. Solvent was concentrated to provide 1-(4-(hydroxyl)-5-methoxy-2-nitrophenyl)cyclobutanecarbonitrile (2 g, 99%). MS (ESI) m/z 249 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09284272B2
Source datasetuspto-grants-2016_03
ORD IDord-33c61dc6ceca4f408ae5c37228645f07
Source noteuspto-grants-2016_03