Hydrogen Bromide → [4-(3-Hydroxy-phenyl)-piperidin-1-yl]-acetic Acid Hydrobromide

HRID 902645Notes

Reaction equation

HRID 902645 reaction equation
C[O:2][C:3](=[O:19])[CH2:4][N:5]1[CH2:10][CH2:9][CH:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([O:17]C)[CH:12]=2)[CH2:7][CH2:6]1.[BrH:20]>>[BrH:20].[OH:17][C:13]1[CH:12]=[C:11]([CH:8]2[CH2:9][CH2:10][N:5]([CH2:4][C:3]([OH:19])=[O:2])[CH2:6][CH2:7]2)[CH:16]=[CH:15][CH:14]=1

Participants

3

Reactant 2

HCID 260Hydrogen BromideHCID 69252936[4-(3-Methoxy-phenyl)-piperidin-1-yl]-acetic Acid Methyl Ester

Product 1

HCID 69253902[4-(3-Hydroxy-phenyl)-piperidin-1-yl]-acetic Acid Hydrobromide

Procedure

A mixture of [4-(3-methoxy-phenyl)-piperidin-1-yl]-acetic acid methyl ester and HBr (48%, 2 mL) was refluxed for 1 h. The reaction mixture was concentrated in vacuo, azeotroped with toluene twice and washed with ether to give white solid (1.2 g, quantitative yield). MS(ESI) 236.0 (M+H+)

Workup

  1. temperaturewas refluxed for 1 h
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. customazeotroped with toluene twice
  4. washwashed with ether

Sources & evidence

ORD record
ord-47faee2d991441c695d29cbb25066afd
Source dataset
uspto-grants-2008_04
Patent number
US07365085B2

Reaction notes

Loading…