Ammonia → HCID 21200669, compound

HRID 1066539Notes

Reaction equation

HRID 1066539 reaction equation
[CH3:1][C:2]1([CH3:11])[CH:7]([OH:8])[CH:6]([CH3:9])[CH2:5][C:4](=O)[CH2:3]1.C([O-])(=O)C.[NH4+:16].N.[H][H]>CO.[Ni]>[NH2:16][CH:4]1[CH2:5][CH:6]([CH3:9])[CH:7]([OH:8])[C:2]([CH3:11])([CH3:1])[CH2:3]1

Participants

7

Reactant 4

HCID 222AmmoniaHCID 517165Ammonium AcetateHCID 212006704-Hydroxy-3,3,5-trimethylcyclohexanoneHCID 178418361HCID 178418361, compound

Product 1

HCID 21200669HCID 21200669, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

156 g of 3,3,5-trimethyl-4-hydroxycyclohexanon (formula VIa), 12 g of ammonium acetate and 60 g of Raney Ni in 250 ml methanol were hydrogenated at 100° C. under a hydrogen pressure of 100 bar in the presence of 250 ml of ammonia. When the uptake of hydrogen was complete, the catalyst was filtered off, the filtrate was concentrated under vacuum and the residue was subjected to fractional distillation under a high vacuum. 130 g of the aminoalcohol of formula Ic, which had a melting point of 110 to 112° C., were obtained at 90 to 97° C. (0.1 mbar). According to analysis by gas chromatography, an isomer mixture (four isomers) was present.

Workup

  1. customwere hydrogenated at 100° C. under a hydrogen
  2. filtrationthe catalyst was filtered off
  3. concentrationthe filtrate was concentrated under vacuum
  4. distillationthe residue was subjected to fractional distillation under a high vacuum
  5. customwere obtained at 90 to 97° C. (0.1 mbar)

Sources & evidence

ORD record
ord-95463e942bad43e6a61808a51dd2f6b4
Source dataset
uspto-grants-2001_06
Patent number
US06242641B1

Reaction notes

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