Hydrochloric Acid → Hydrochloric Acid

HRID 2360781Notes

Reaction equation

HRID 2360781 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[CH2:13][C:2]=12.[ClH:14]>O=[Pt]=O.C(O)C>[NH:1]1[CH2:6][CH2:5][CH2:4][C@@H:3]2[C:7]3[CH:8]=[CH:9][CH:10]=[CH:11][C:12]=3[CH2:13][C@H:2]12.[ClH:14]

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 12226515Azafluorene

Product 2

HCID 313Hydrochloric AcidHCID 58123900cis-2,3,4,4a,9,9a-hexahydro-1H-indeno[2,1-b]pyridine

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalyst2×HCID 702EthanolSolvent

Procedure

A mixture of 9H-indeno[2,1-b]pyridine (0.20 g), PtO2 (70 mg), concentrated aqueous hydrochloric acid (0.1 mL), and ethanol (10 mL) is shaken under hydrogen atmosphere (2 bar) at room temperature for 16 h (in case the transformation is not complete after this time another portion of PtO2 (30 mg) is added and shaking under hydrogen is continued until complete). The catalyst is separated by filtration and the solvent is evaporated to give the crude title compound as its hydrochloric acid salt that is used without further purification. Yield: 0.25 g (crude); Mass spectrum (ESI+): m/z=174 [M+H]+.

Workup

  1. additionis added
  2. stirringshaking under hydrogen
  3. customThe catalyst is separated by filtration
  4. customthe solvent is evaporated

Sources & evidence

ORD record
ord-13df03a3518c4adaa6e559f8d17fe639
Source dataset
uspto-grants-2014_04
Patent number
US08686149B2

Reaction notes

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