2-(2-Hydroxyethyl)pyridine → 2-Piperidin-2-ylethanol

HRID 1384455Notes

Reaction equation

HRID 1384455 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][OH:9].[H][H]>[Ru]>[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][CH2:8][OH:9]

Participants

4

Procedure

Hydrogenations were carried out by charging solvent, 246 g of 2-pyridineethanol, and varying amounts of 5% ruthenium on carbon (5% Ru/C) into a pressure vessel capable of agitation, agitating the resulting mixture and pressurizing the vessel and its contents to 500 psi with hydrogen. Under constant hydrogen pressure and continued agitation, the reaction mixture was heated to 150° C. until hydrogen uptake ceased. The pressure vessel and its contents were cooled, vented and the catalyst removed with vacuum filtration. Upon distillation of the filtrate, 2-piperidineethanol was obtained and analyzed on two separate gc columns (6′ CW 20M 160° C. and 15M DB-1 80° C.→220° C.@ 16° C./m capillary column) to provide product yield and composition of the distillate. The results are provided in Table III.

Workup

  1. temperatureThe pressure vessel and its contents were cooled
  2. customthe catalyst removed with vacuum filtration
  3. distillationUpon distillation of the filtrate

Sources & evidence

ORD record
ord-7c324739c8474e32988c16be321c7b9c
Source dataset
uspto-grants-2001_07
Patent number
US06258955B1

Reaction notes

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