1-[4-(3-Phenylpropyl)piperidin-1-yl]octan-3-one → 6-{2-[4-(3-Phenylpropyl)piperidin-1-yl]ethyl}undecan-6-ol

HRID 1091976Notes

Reaction equation

HRID 1091976 reaction equation
[CH2:1]([Mg]Br)[CH2:2][CH2:3][CH2:4][CH3:5].[C:8]1([CH2:14][CH2:15][CH2:16][CH:17]2[CH2:22][CH2:21][N:20]([CH2:23][CH2:24][C:25](=[O:31])[CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:19][CH2:18]2)[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1COCC1>[C:8]1([CH2:14][CH2:15][CH2:16][CH:17]2[CH2:18][CH2:19][N:20]([CH2:23][CH2:24][C:25]([OH:31])([CH2:1][CH2:2][CH2:3][CH2:4][CH3:5])[CH2:26][CH2:27][CH2:28][CH2:29][CH3:30])[CH2:21][CH2:22]2)[CH:9]=[CH:10][CH:11]=[CH:12][CH:13]=1

Participants

4

Reactant 2

HCID 115372371-[4-(3-Phenylpropyl)piperidin-1-yl]octan-3-oneHCID 178445865HCID 178445865, compound

Product 1

HCID 115169256-{2-[4-(3-Phenylpropyl)piperidin-1-yl]ethyl}undecan-6-ol

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1 equivalent of pentylmagnesium bromide was reacted with 1 equivalent of the compound obtained in Example 2, in anhydrous THF, under nitrogen, at room temperature. The product thus obtained was worked up and purified on a column of silica. The results of the NMR and mass spectrometry analyses were in accordance with the expected structure.

Workup

  1. customThe product thus obtained
  2. custompurified on a column of silica
  3. customThe results of the NMR and mass spectrometry analyses

Sources & evidence

ORD record
ord-ed41e67c4c8746b18580eaeb8cf44201
Source dataset
uspto-grants-2012_03
Patent number
US08129409B2

Reaction notes

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