HCID 20563075, compound → HCID 20481702, compound

HRID 1155201Notes

Reaction equation

HRID 1155201 reaction equation
[CH3:1][C:2]([OH:26])([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:3][CH2:4][N:5](CC1C=CC=CC=1)CC1C=CC=CC=1>C(O)C.[Pd]>[NH2:5][CH2:4][CH2:3][C:2]([CH3:1])([OH:26])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25]

Participants

4

Reactant 1

HCID 20563075HCID 20563075, compound

Product 1

HCID 20481702HCID 20481702, compoundYield 55%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Procedure

A solution of 3-methyl-1-(N,N-dibenzylamino)-nonan-3-ol (71 g) in ethanol (200 ml) was added to a slurry of 10% Pd/C (8 g) in ethanol. The mixture was hydrogenated at 70° and 200 psi for 3 days. The mixture was filtered through kieselguhr and evaporated. The oily product was fractionally distilled to give 1-amino-3-methyl-nonan-3-ol as a colourless liquid (18.9 g, 55% yield), b.p. 104°-106°/0.2 mm Hg.

Workup

  1. customwas hydrogenated at 70°
  2. filtrationThe mixture was filtered through kieselguhr
  3. customevaporated
  4. distillationThe oily product was fractionally distilled

Sources & evidence

ORD record
ord-7993a754e4df48abaac32e5dd0ba33a9
Source dataset
uspto-grants-1981_11
Patent number
US04299970

Reaction notes

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