1-(Azetidin-1-yl)-2-[4-(benzyloxy)-2-methylphenyl]ethanone → 1-(Azetidin-1-yl)-2-(4-hydroxy-2-methylphenyl)ethanone

HRID 1474667Notes

Reaction equation

HRID 1474667 reaction equation
[N:1]1([C:5](=[O:22])[CH2:6][C:7]2[CH:12]=[CH:11][C:10]([O:13]CC3C=CC=CC=3)=[CH:9][C:8]=2[CH3:21])[CH2:4][CH2:3][CH2:2]1>C(O)C.[OH-].[OH-].[Pd+2]>[N:1]1([C:5](=[O:22])[CH2:6][C:7]2[CH:12]=[CH:11][C:10]([OH:13])=[CH:9][C:8]=2[CH3:21])[CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 708190121-(Azetidin-1-yl)-2-[4-(benzyloxy)-2-methylphenyl]ethanone

Product 1

HCID 708187231-(Azetidin-1-yl)-2-(4-hydroxy-2-methylphenyl)ethanone

Reagents, catalysts & solvents 2

HCID 9942167Palladium hydroxideCatalystHCID 702EthanolSolvent

Procedure

1-(azetidin-1-yl)-2-[4-(benzyloxy)-2-methylphenyl]ethanone (440 mg, 1.490 mmol) was dissolved in ethanol (3 ml) and palladium hydroxide on carbon (20%) (105 mg, 0.149 mmol) added. The mixture was stirred under an atmosphere of hydrogen gas at RT overnight. The mixture was filtered and the filtrate concentrated under reduced pressure to afford the title compound. LC/MS (m/z): 206 (M+H)+.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-92b76a4414124e0bac97819365c60e29
Source dataset
uspto-grants-2015_04
Patent number
US09018224B2

Reaction notes

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