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

HRID 604828Notes

Reaction equation

HRID 604828 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-dd3d9ce2e51f4cadbe6437f5ad96b0be
Source dataset
uspto-grants-2011_03
Patent number
US07910734B2

Reaction notes

Loading…