Hydrochloric Acid → 2-(4-(Aminomethyl)-4-phenylpiperidin-1-yl)ethanol

HRID 1800813Notes

Reaction equation

HRID 1800813 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5]([CH2:14][NH2:15])([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:4][CH2:3]1.[Si]([O:23][CH2:24]C=O)(C(C)(C)C)(C)C.Cl>>[NH2:15][CH2:14][C:5]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:6][CH2:7][N:2]([CH2:1][CH2:24][OH:23])[CH2:3][CH2:4]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 343885(1-Methyl-4-phenylpiperidin-4-yl)methanamineHCID 41877882-((Tert-butyldimethylsilyl)oxy)acetaldehyde

Product 1

HCID 592645442-(4-(Aminomethyl)-4-phenylpiperidin-1-yl)ethanol

Procedure

The title material was prepared as described for the synthesis of (1-methyl-4-phenylpiperidin-4-yl)methanamine (Example B above) in using 2-(tert-butyldimethylsilyloxy)acetaldehyde and by doing an acidic work-up (HCl 5N) after the reductive amination to remove the protecting group. LC/MS (M+H)+: 235. HPLC ret. time (Condition A): 0.143 min.

Workup

  1. customto remove the protecting group
  2. custom0.143 min.

Sources & evidence

ORD record
ord-0c52ffc3cae54970bb73001171774112
Source dataset
uspto-grants-2013_01
Patent number
US08343999B2

Reaction notes

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