HCID 86604520, compound → HCID 18755464, compound

HRID 1858844Notes

Reaction equation

HRID 1858844 reaction equation
[BrH:1].C([CH:6]1[CH:11]([OH:12])[CH:10]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)[CH:9]([CH2:20][OH:21])[CH2:8][N:7]1CC1C=CC=CC=1)(C)(C)C>[Pd].CO>[BrH:1].[OH:21][CH2:20][CH:9]1[CH2:8][NH:7][CH2:6][CH:11]([OH:12])[CH:10]1[C:13]1[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=1

Participants

4

Reactant 1

HCID 86604520HCID 86604520, compound

Product 1

HCID 18755464HCID 18755464, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

In an analogous manner to that described in Example 2(e), by catalytic hydrogenation at atmospheric pressure using a 10% palladium-charcoal catalyst in methanol from tert-butyl (3RS,4RS,5SR)-1-benzyl-5-hydroxymethyl-4-(4-hydroxy-phenyl)-piperidin-3-ol hydrobromide there was obtained (3RS,4RS,5SR)-5-hydroxymethyl-4-(4-hydroxy-phenyl)-piperidin-3-ol hydrobromide as a colourless foam; MS: 224 (M+H)+.

Sources & evidence

ORD record
ord-a470dcd6349a4abf8ff3c5c564ecb095
Source dataset
uspto-grants-2000_11
Patent number
US06150526

Reaction notes

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