3,3-Dichloro-6,6-dimethylazepan-2-one → 3-Chloro-6,6-dimethylazepan-2-one

HRID 1534446Notes

Reaction equation

HRID 1534446 reaction equation
[Cl:1][C:2]1(Cl)[CH2:8][CH2:7][C:6]([CH3:10])([CH3:9])[CH2:5][NH:4][C:3]1=[O:11].[H][H]>C(O)(=O)C.[Pd]>[Cl:1][CH:2]1[CH2:8][CH2:7][C:6]([CH3:9])([CH3:10])[CH2:5][NH:4][C:3]1=[O:11]

Participants

5

Reactant 2

HCID 151657993,3-Dichloro-6,6-dimethylazepan-2-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 151658003-Chloro-6,6-dimethylazepan-2-oneYield 99.5%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

3.0 g (14.3 mmoles) of 3,3-dichloro-6,6-dimethyl-2-oxoperhydroazepine were dissolved in 300 ml of glacial acetic acid and shaked at 40 psi of hydrogen with 1.9 g of 10% Pd/C. When the theoretical amount of hydrogen was consumed the catalyst was filtered off and the filtrate evaporated in vacuo to yield 2.5 g of the title compound.

Workup

  1. customWhen the theoretical amount of hydrogen was consumed the catalyst
  2. filtrationwas filtered off
  3. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-451060bddff9422395027ce4a343cc5f
Source dataset
uspto-grants-1992_02
Patent number
US05089507

Reaction notes

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