3-Ethyl-1-(2-hydroxy-ethyl)-3-(3-benzyloxyphenyl)-azepan-2-one → 3-Ethyl-1-(2-hydroxy-ethyl)-3-(3-hydroxy-phenyl)-azepan-2-one

HRID 1594915Notes

Reaction equation

HRID 1594915 reaction equation
[CH2:1]([C:3]1([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([O:20]CC3C=CC=CC=3)[CH:15]=2)[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:10][CH2:11][OH:12])[C:4]1=[O:13])[CH3:2]>CO.[Pd]>[CH2:1]([C:3]1([C:14]2[CH:19]=[CH:18][CH:17]=[C:16]([OH:20])[CH:15]=2)[CH2:9][CH2:8][CH2:7][CH2:6][N:5]([CH2:10][CH2:11][OH:12])[C:4]1=[O:13])[CH3:2]

Participants

4

Reactant 1

HCID 217062773-Ethyl-1-(2-hydroxy-ethyl)-3-(3-benzyloxyphenyl)-azepan-2-one

Product 1

HCID 217062483-Ethyl-1-(2-hydroxy-ethyl)-3-(3-hydroxy-phenyl)-azepan-2-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-ethyl-1-(2-hydroxy-ethyl)-3-(3-benzyloxy-phenyl)-azepan-2-one, as described above in Step C, (0.270 g, 0.735 mmol) in MeOH (15 mL) was added 10% Pd on C (0.06 g), and the mixture was hydrogenated under a H2 balloon at ambient temperature for 16 h. The reaction mixture was filtered, and the filtrate concentrated to dryness to give the title compound.

Workup

  1. customat ambient temperature
  2. customfor 16 h
  3. filtrationThe reaction mixture was filtered
  4. concentrationthe filtrate concentrated to dryness

Sources & evidence

ORD record
ord-d96b97c90e0c4fc3886352cd7839876c
Source dataset
uspto-grants-2001_09
Patent number
US06284755B1

Reaction notes

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