Hydrochloric Acid → HCID 14040093, compound

HRID 1444606Notes

Reaction equation

HRID 1444606 reaction equation
[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH2:6][CH2:5][NH:4][CH:3]3[CH2:2]1.[ClH:13]>C(O)C>[ClH:13].[CH2:1]1[C:11]2=[C:12]3[C:7](=[CH:8][CH:9]=[CH:10]2)[CH2:6][CH2:5][NH:4][CH:3]3[CH2:2]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 4738528HCID 4738528, compound

Product 1

HCID 14040093HCID 14040093, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 2a,3,4,5-Tetrahydro-2H-3-aza-acenaphthylen-1-one (2 g, 11.5 mmol) in 6 N hydrochloric acid (150 ml) containing 10% Pd/C was hydrogenated at 50 psi of H2 for 24 h. The catalyst was filtered, the solution was basified with 20% NaOH and extracted with dichloromethane (3×150 ml). The organic layers were dried over Na2SO4 and concentrated to dryness to afford a colorless oil (1.6 g, 85% yield) identified as 1,2,2a,3,4,5-Hexahydro-3-aza-acenaphthylene. The addition of 2.8 N hydrochloric acid in ethanol yielded the hydrochloride as a white solid, which was collected by filtration.

Sources & evidence

ORD record
ord-cc3c3adda93c4646883ba733704b260f
Source dataset
uspto-grants-2010_02
Patent number
US07662862B2

Reaction notes

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