HCID 21442780, compound → HCID 21442794, compound

HRID 328585Notes

Reaction equation

HRID 328585 reaction equation
[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][CH2:11][C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[N:8]([CH2:17][CH:18]3[O:23][CH2:22][CH2:21][N:20](CC4C=CC=CC=4)[CH2:19]3)[C:7]=2[CH:31]=1)[CH3:2]>C(O)C.Cl.[Pd]>[CH2:1]([C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][CH2:11][C:10]3[CH:13]=[CH:14][CH:15]=[CH:16][C:9]=3[N:8]([CH2:17][CH:18]3[O:23][CH2:22][CH2:21][NH:20][CH2:19]3)[C:7]=2[CH:31]=1)[CH3:2]

Participants

5

Reactant 1

HCID 21442780HCID 21442780, compound

Product 1

HCID 21442794HCID 21442794, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 313Hydrochloric AcidSolventHCID 702EthanolSolvent

Procedure

3-Ethyl-5-(4-benzyl-2-morpholinylmethyl)-10,11-dihydro-5H-dibenz[b,f]azepine (0.6 g) in ethanol and conc. hydrochloric acid (1 ml) was hydrogenated over 10% palladium-on-charcoal (0.4 g) . The reaction mixture was filtered, and the filtrate was concentrated to dryness. The residue was dissolved in benzene, washed with 10% aqueous sodium hydroxide and water, dried over anhydrous sodium sulfate and evaporated to afford 3-ethyl-5-(2-morpholinylmethyl)-10,11-dihydro-5H-dibenz[b,f]azepine. M.P. 146°-150° C (oxalate).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationthe filtrate was concentrated to dryness
  3. dissolutionThe residue was dissolved in benzene
  4. washwashed with 10% aqueous sodium hydroxide and water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customevaporated

Sources & evidence

ORD record
ord-8ff6fcd7bd9740b9afb74926688c2a48
Source dataset
uspto-grants-1977_04
Patent number
US04017621

Reaction notes

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