HCID 54171553, compound → HCID 13079632, compound

HRID 851179Notes

Reaction equation

HRID 851179 reaction equation
[C:1]([CH:5]=[CH:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([NH:18][CH2:19][CH:20]([OH:31])[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:30])([F:29])[F:28])[CH:22]=2)[CH3:17])=[CH:11][CH:10]=1)([O:3][CH3:4])=[O:2].[H][H]>C(O)C.[Pd]>[C:1]([CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([CH2:15][CH:16]([NH:18][CH2:19][CH:20]([OH:31])[C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([C:27]([F:28])([F:30])[F:29])[CH:22]=2)[CH3:17])=[CH:11][CH:10]=1)([O:3][CH3:4])=[O:2]

Participants

5

Reactant 2

HCID 54171553HCID 54171553, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13079632HCID 13079632, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of N-[2-(4-(3-carbomethoxyprop-2-eneoxy)phenyl)-1-methylethyl]-2-hydroxy-2-(3-trifluoromethylphenyl)ethanamine (1.5 g) in absolute ethanol (50 ml) was added 10% Pd/C (200 mg) and the mixture hydrogenated at ambient temperature and atmospheric pressure until hydrogen uptake had ceased,(approximately 30 minutes). The mixture was filtered and the ethanol evaporated to leave N-[2-(4-(3-carbomethoxypropoxy)phenyl)-1-methylethyl]-2-hydroxy-2-(3-trifluoromethylphenyl)ethanamine as a light yellow oil which crystallised from hexane (1,0 g) m.p. 50°-60°.

Workup

  1. customhydrogenated at ambient temperature
  2. custom(approximately 30 minutes)
  3. filtrationThe mixture was filtered
  4. customthe ethanol evaporated

Sources & evidence

ORD record
ord-339aac8eb46e443d95b96f9a20be892e
Source dataset
uspto-grants-1983_05
Patent number
US04382958

Reaction notes

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