HCID 70177034, compound → HCID 57221881, compound

HRID 2186800Notes

Reaction equation

HRID 2186800 reaction equation
[O:1]([CH2:8][CH:9]([N:21]1[CH2:26][CH2:25][CH:24]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:23][CH2:22]1)[CH:10]([C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=1)[OH:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(O)C.[Pd]>[O:1]([CH2:8][CH:9]([N:21]1[CH2:26][CH2:25][CH:24]([CH2:27][C:28]2[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=2)[CH2:23][CH2:22]1)[CH:10]([C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][CH:13]=1)[OH:11])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 1

HCID 70177034HCID 70177034, compound

Product 1

HCID 57221881HCID 57221881, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 2.5 g (+) threo 1-phenoxymethyl-1-(4-benzylpiperidin-1-yl)-2-p-nitrophenyl-2-hydroxy-ethane and 0.5 g of Pd/C 10% in 25 ml of ethanol was hydrogenated at normal pressure at 30° C. After removal of the catalist, the solution was concentrated to small volume affording 1.7 g of (+) threo 1-phenoxymethyl-1-(4-benzylpiperidin-1-yl)-2-p-aminophenyl-2-hydroxy-ethane, m.p. 146-147° C.

Workup

  1. customwas hydrogenated at normal pressure at 30° C
  2. customAfter removal of the catalist
  3. concentrationthe solution was concentrated to small volume

Sources & evidence

ORD record
ord-0ac39d1bc48d4a31ae1f3e69bb66338d
Source dataset
uspto-grants-2002_06
Patent number
US06407122B1

Reaction notes

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