HCID 20237814, compound → HCID 20237879, compound

HRID 365187Notes

Reaction equation

HRID 365187 reaction equation
C([O:8][C:9]1[CH:32]=[CH:31][C:12]([O:13][CH2:14][CH:15]([OH:30])[CH2:16][NH:17][CH2:18][CH2:19][CH2:20][NH:21][C:22]2[C:27]([CH3:28])=[CH:26][CH:25]=[CH:24][C:23]=2[CH3:29])=[CH:11][CH:10]=1)C1C=CC=CC=1>[Pd].CO>[OH:8][C:9]1[CH:10]=[CH:11][C:12]([O:13][CH2:14][CH:15]([OH:30])[CH2:16][NH:17][CH2:18][CH2:19][CH2:20][NH:21][C:22]2[C:23]([CH3:29])=[CH:24][CH:25]=[CH:26][C:27]=2[CH3:28])=[CH:31][CH:32]=1

Participants

4

Reactant 1

HCID 20237814HCID 20237814, compound

Product 1

HCID 20237879HCID 20237879, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2.5 g. 1-(4-Benzyloxyphenoxy)-3-[3-(2,6-dimethylphenylamino)-propylamino]-propan-2-ol are hydrogenated in 200 ml. methanol in the presence of 0.25 g. palladium-charcoal (10%). The colorless oil (2.0 g.) obtained after suction filtration and evaporation of the filtrate is dissolved in ethanol. By adding an ethanolic solution of oxalic acid, the corresponding oxalate is precipitated out and recrystallized twice from ethanol. There is obtained 1.0 g. (45% of theory) of the desired product in the form of colorless crystals; m.p. 198°-199° C.

Workup

  1. customThe colorless oil (2.0 g.) obtained
  2. filtrationafter suction filtration and evaporation of the filtrate
  3. dissolutionis dissolved in ethanol
  4. additionBy adding an ethanolic solution of oxalic acid
  5. customthe corresponding oxalate is precipitated out
  6. customrecrystallized twice from ethanol
  7. customThere is obtained 1.0 g

Sources & evidence

ORD record
ord-589886e724924f2abab4605951f4355c
Source dataset
uspto-grants-1986_08
Patent number
US04608383

Reaction notes

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