HCID 54058645, compound → HCID 54269061, compound

HRID 484950Notes

Reaction equation

HRID 484950 reaction equation
C([NH:11][C@H:12]([C:15]([N:17]1[CH2:20][CH:19]([C:21]([OH:23])=[O:22])[CH2:18]1)=[O:16])[CH2:13][OH:14])(OCC1C=CC=CC=1)=O>CO.[Pd]>[NH2:11][C@H:12]([C:15]([N:17]1[CH2:18][CH:19]([C:21]([OH:23])=[O:22])[CH2:20]1)=[O:16])[CH2:13][OH:14]

Participants

4

Reactant 1

HCID 54058645HCID 54058645, compound

Product 1

HCID 54269061HCID 54269061, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 1.57 g of 1D in 150 ml of methanol containing 0.40 g of palladium-on-carbon catalyst was hydrogenated (50 p.s.i.) in a Parr shaker overnight. The mixture was filtered and the methanol was evaporated from the filtrate under reduced pressure. The residue was dissolved in 100 ml of water, the solution was washed with ethyl acetate, the water was evaporated under reduced pressure, and the residue was subjected to very low pressure (<1 Torr.) and then recrystallized from methanol/ether to give 1, as a colorless solid, m.p.: 192°-193° C.

Workup

  1. customin a Parr shaker overnight
  2. filtrationThe mixture was filtered
  3. customthe methanol was evaporated from the filtrate under reduced pressure
  4. dissolutionThe residue was dissolved in 100 ml of water
  5. washthe solution was washed with ethyl acetate
  6. customthe water was evaporated under reduced pressure
  7. customrecrystallized from methanol/ether
  8. customto give 1

Sources & evidence

ORD record
ord-1b96ee2d183f484c97ef00c7e79b4c1f
Source dataset
uspto-grants-1985_08
Patent number
US04534787

Reaction notes

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