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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1711275Generated: October 27, 2026

Water → 2-Cyclohex-1-enyl-pyridin-3-ylamine

https://huagongshe.com/reaction/1711275

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant2-Cyclohex-1-enyl-3-nitro-pyridineHCID 58754875—
CatalystAcetic AcidHCID 176—
CatalystIronHCID 23925—
SolventEthanolHCID 702—
SolventEthyl AcetateHCID 8857—
Product2-Cyclohex-1-enyl-pyridin-3-ylamineHCID 5875483086.2%

Reaction Conditions

Temperature75 °C

Reaction Steps

A solution of 497.0 mg (2.43 mmol) of 2-cyclohex-1-enyl-3-nitro-pyridine (as prepared in the previous step) in EtOH (10 mL) and water (5 mL) was treated with AcOH (6 drops) and 679 mg (12.2 mmol) of Fe powder, and heated to 75° C. for 19 h. The mixture was diluted with EtOAc (30 mL) and washed with water (1×20 mL). The organic layer was dried (MgSO4) and concentrated in vacuo to afford 365 mg (86%) of the title compound as a pale yellow solid: Mass spectrum (ESI, m/z): Calcd. for C11H14N2, 175.1 (M+H), found 175.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07790724B2
Source datasetuspto-grants-2010_09
ORD IDord-b97d1afc6fb744aea2cacd051b29ec47
Source noteuspto-grants-2010_09