Water → 4-[4-(Hydroxymethyl)piperidin-1-yl]benzaldehyde

HRID 1179349Notes

Reaction equation

HRID 1179349 reaction equation
F[C:2]1[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=1.[OH:10][CH2:11][CH:12]1[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]1.C(=O)([O-])[O-].[Cs+].[Cs+].O>CN(C=O)C>[OH:10][CH2:11][CH:12]1[CH2:17][CH2:16][N:15]([C:2]2[CH:9]=[CH:8][C:5]([CH:6]=[O:7])=[CH:4][CH:3]=2)[CH2:14][CH2:13]1

Participants

6

Reactant 4

HCID 962WaterHCID 10796Cesium carbonateHCID 680234-FluorobenzaldehydeHCID 4207714-Piperidinemethanol

Product 1

HCID 185261654-[4-(Hydroxymethyl)piperidin-1-yl]benzaldehyde

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
100 °C

Procedure

A suspension of 4-fluorobenzaldehyde (4.3 mL), 4-hydroxymethylpiperidine (4.8 g), and cesium carbonate (26 g) in DMF (80 mL) was heated to 100° C. for 24 h and cooled to room temperature. Water (400 mL) was added, and the resulting precipitate was collected by filtration to give the title compound as a tan amorphous powder (4.1 g).

Workup

  1. temperaturecooled to room temperature
  2. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-eece5a71b93c41c7b2457cced25857be
Source dataset
uspto-grants-2007_10
Patent number
US07279491B2

Reaction notes

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