HCID 17943854, compound → HCID 10421501, compound

HRID 1885183Notes

Reaction equation

HRID 1885183 reaction equation
[N+:1]([C:4]1[C:9]([CH3:10])=[CH:8][C:7]2[O:11][C:12]3([O:18][C:6]=2[C:5]=1[CH3:19])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3)([O-])=O.[H][H]>[Pd].C(O)C>[NH2:1][C:4]1[C:9]([CH3:10])=[CH:8][C:7]2[O:11][C:12]3([O:18][C:6]=2[C:5]=1[CH3:19])[CH2:17][CH2:16][CH2:15][CH2:14][CH2:13]3

Participants

5

Reactant 2

HCID 17943854HCID 17943854, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 10421501HCID 10421501, compoundYield 90.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

Cyclohexanone 4-nitro-3,5-dimethyl-1,2-phenylene ketal (10.0 g) and 10% palladium on charcoal (1.0 g) in ethanol (200 ml) was shaken in a hydrogen atmosphere (50 p.s.i.) at 45° C. for 3 hours. The mixture was filtered through celite and evaporated to leave cyclohexanone 4-amino-3,5-dimethyl-1,2-phenylene ketal (8.0 g, 90%) as a brown oil.

Workup

  1. filtrationThe mixture was filtered through celite
  2. customevaporated

Sources & evidence

ORD record
ord-c85779f0b034433ba19ed5510433ff57
Source dataset
uspto-grants-1992_09
Patent number
US05143920

Reaction notes

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