HCID 20237814, compound → HCID 20237879, compound

HRID 1903788Notes

Reaction equation

HRID 1903788 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-7623eb3b053b40b9ba1e8e5c146e6f56
Source dataset
uspto-grants-1984_03
Patent number
US04438128

Reaction notes

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