HCID 54031579, compound → HCID 15106480, compound

HRID 847284Notes

Reaction equation

HRID 847284 reaction equation
[O:1]([CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:33]=[CH:32][C:15]([C:16]([NH:18][C:19]2[CH:31]=[CH:30][CH:29]=[CH:28][C:20]=2[CH:21]=[CH:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:17])=[CH:14][CH:13]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>CO.C(OCC)(=O)C.[C].[Pd]>[O:1]([CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:33]=[CH:32][C:15]([C:16]([NH:18][C:19]2[CH:31]=[CH:30][CH:29]=[CH:28][C:20]=2[CH2:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:17])=[CH:14][CH:13]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 1

HCID 54031579HCID 54031579, compound

Product 1

HCID 15106480HCID 15106480, compoundYield 79.6%

Reagents, catalysts & solvents 3

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 250 mg of ethyl o-[p-(3-phenoxypropoxy)benzamido]cinnamate obtained in Example 34 in 10 ml of methanol and 20 ml of ethyl acetate was added 10% palladium-carbon. Catalytic reduction was performed until absorption of hydrogen was discontinued. The catalyst was filtered off and the residue was recrystallized from isopropyl alcohol to obtain 200 mg of ethyl 3-[o-[p-(3-phenoxypropoxy)benzamido]phenyl]propionate.

Workup

  1. customCatalytic reduction was performed until absorption of hydrogen
  2. filtrationThe catalyst was filtered off
  3. customthe residue was recrystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-d33b6b55d0fa4e34bdf8958e857a2ce0
Source dataset
uspto-grants-1992_08
Patent number
US05140046

Reaction notes

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