3-Ethyl-1-(2-methoxy-ethyl)-3-(3-benzyloxy-phenyl)-azepan-2-one → 3-Ethyl-1-(2-methoxyethyl)-3-(3-hydroxy-phenyl)-azepan-2-one

HRID 1594917Notes

Reaction equation

HRID 1594917 reaction equation
[CH2:1]([C:3]1([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([O:21]CC3C=CC=CC=3)[CH:16]=2)[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:10][CH2:11][O:12][CH3:13])[C:4]1=[O:14])[CH3:2]>CO.[Pd]>[CH2:1]([C:3]1([C:15]2[CH:20]=[CH:19][CH:18]=[C:17]([OH:21])[CH:16]=2)[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:10][CH2:11][O:12][CH3:13])[C:4]1=[O:14])[CH3:2]

Participants

4

Reactant 1

HCID 217062903-Ethyl-1-(2-methoxy-ethyl)-3-(3-benzyloxy-phenyl)-azepan-2-one

Product 1

HCID 217062423-Ethyl-1-(2-methoxyethyl)-3-(3-hydroxy-phenyl)-azepan-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-ethyl-1-(2-methoxy-ethyl)-3-(3-benzyloxy-phenyl)-azepan-2-one, as described above in Step A, (0.120 g, 0.412 mmol) in MeOH (20 mL) was added 10% Pd on C (0.025 g), and the mixture was hydrogenated under a H2 balloon at ambient temperature for 48 h. The reaction mixture was filtered, and the filtrate concentrated to dryness to give the title compound.

Workup

  1. customat ambient temperature
  2. customfor 48 h
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate concentrated to dryness

Sources & evidence

ORD record
ord-20e04f0778724d23b75e541b5509d338
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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