HCID 23142631, compound → 2-(3,3,5,5-Tetramethylcyclohexyl)phenylamine

HRID 32278Notes

Reaction equation

HRID 32278 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[C:10]1[CH2:15][C:14]([CH3:17])([CH3:16])[CH2:13][C:12]([CH3:19])([CH3:18])[CH:11]=1)([O-])=O.[H][H]>[Pd].C(O)C>[CH3:18][C:12]1([CH3:19])[CH2:13][C:14]([CH3:16])([CH3:17])[CH2:15][CH:10]([C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[NH2:1])[CH2:11]1

Participants

5

Reactant 2

HCID 23142631HCID 23142631, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 119922852-(3,3,5,5-Tetramethylcyclohexyl)phenylamine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 1-nitro-2-(3,3,5,5-tetramethylcyclohex-1-enyl)benzene (130.0 g, 501.3 mmol), 10% palladium on carbon (13.0 g, wet) and ethyl alcohol (1820 mL) was placed in a flask, then the inside of the flask was replaced with hydrogen, and the mixture was stirred for 78 hours at room temperature under a hydrogen atmosphere at atmospheric pressure. Reaction was repeated two more times on the same scale as above, by the same procedure under the same reaction conditions. The three reaction mixtures were combined and subjected to the following treatment.

Workup

  1. customwas placed in a flask
  2. customReaction
  3. customunder the same reaction conditions
  4. customThe three reaction mixtures

Sources & evidence

ORD record
ord-95f14cbb859e49c4b7407fdc5a66c7ac
Source dataset
uspto-grants-2008_09
Patent number
US07425554B2

Reaction notes

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