8-methoxy-2,3-dihydro-1H-3-benzazepin-2-one → 8-Methoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one

HRID 2290218Notes

Reaction equation

HRID 2290218 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH:12]=[CH:11][NH:10][C:9](=[O:13])[CH2:8][C:7]=2[CH:14]=1>C(O)(=O)C.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[CH2:12][CH2:11][NH:10][C:9](=[O:13])[CH2:8][C:7]=2[CH:14]=1

Participants

4

Reactant 1

HCID 42200938-methoxy-2,3-dihydro-1H-3-benzazepin-2-one

Product 1

HCID 135206858-Methoxy-1,3,4,5-tetrahydro-2H-3-benzazepin-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

A solution of 56.8 gm (0.3 mol) of 8-methoxy-1,3-dihydro-2H-3-benzazepin-2-one (melting point: 190°-191° C.) dissolved in 600 ml of glacial acetic acid is hydrogenated for 12 hours in the presence of 5 gm of 10% palladium/charcoal at 80° C. under 5 bar. The catalyst is removed by suction filtration, and the acetic acid is distilled off in vacuo. The residue is mixed with water and then neutralized with potassium carbonate, and the precipitate obtained is subjected to suction filtration, washed with water, and dried.

Workup

  1. customThe catalyst is removed by suction filtration
  2. distillationthe acetic acid is distilled off in vacuo
  3. additionThe residue is mixed with water
  4. customthe precipitate obtained
  5. filtrationis subjected to suction filtration
  6. washwashed with water
  7. customdried

Sources & evidence

ORD record
ord-0d221b1e86184daf808565312373f253
Source dataset
uspto-grants-1986_10
Patent number
US04616011

Reaction notes

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