Water → HCID 54181831, compound

HRID 1579610Notes

Reaction equation

HRID 1579610 reaction equation
[CH3:1][CH:2]([OH:17])[C:3]1[O:7][C:6]([C:8]2[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.O>[Pd].CO>[CH3:1][CH:2]([OH:17])[C:3]1[O:7][C:6]([C:8]2[CH:13]=[CH:12][C:11]([NH2:14])=[CH:10][CH:9]=2)=[CH:5][CH:4]=1

Participants

5

Reactant 2

HCID 962WaterHCID 54527314HCID 54527314, compound

Product 1

HCID 54181831HCID 54181831, compoundYield 71%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 79 g (0.34 mole) of the compound of Example I, 1 tsp. of 5% Pd/C, 50% H2O, and 500 ml of methanol was shaken under hydrogen pressure with the theoretical amount of H2 being absorbed. The catalyst was removed by filtration, and the filtrate was taken to near dryness on a Calab evaporator. The resulting solid was filtered and air-dried to yield 49 g (71%) of title compound. An analytical sample was prepared by recrystallizing a sample twice from ethanol/charcoal, m.p. 100°-104°.

Workup

  1. customabsorbed
  2. customThe catalyst was removed by filtration
  3. customon a Calab evaporator
  4. filtrationThe resulting solid was filtered
  5. customair-dried

Sources & evidence

ORD record
ord-33b955db45094f47a9e950065cea1364
Source dataset
uspto-grants-1976_01
Patent number
US03931247

Reaction notes

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