4-(2-Methoxyphenyl)piperidine → 2-(Piperidin-4-yl)phenol

HRID 2390519Notes

Reaction equation

HRID 2390519 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1>Br>[NH:12]1[CH2:13][CH2:14][CH:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[OH:2])[CH2:10][CH2:11]1

Participants

3

Reactant 1

HCID 5447384-(2-Methoxyphenyl)piperidine

Product 1

HCID 107024522-(Piperidin-4-yl)phenol

Reagents, catalysts & solvents 1

HCID 260Hydrogen BromideSolvent

Procedure

A solution of 4-(2-methoxyphenyl)piperidine (Fluka, 5 g, 26.1 mmol) in 48% hydrobromic acid (45 mL) was heated to 100° C. for 3 days. The mixture was then allowed to cool down to rt and it was concentrated under reduced pressure to give 2-(piperidin-4-yl)phenol as a light pink solid which was used directly in the next step. M+H=178.1.

Workup

  1. concentrationit was concentrated under reduced pressure

Sources & evidence

ORD record
ord-1011975c019149b0bc114649011986e9
Source dataset
uspto-grants-2012_09
Patent number
US08273772B2

Reaction notes

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