2-(2-Hydroxyethyl)pyridine → HCID 68857749, compound

HRID 2109956Notes

Reaction equation

HRID 2109956 reaction equation
F[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[N+:8]([O-:10])=[O:9].[OH:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[N+:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[O:11][CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)([O-:10])=[O:9]

Participants

5

Reactant 3

HCID 76752-(2-Hydroxyethyl)pyridineHCID 10796Cesium carbonateHCID 738951-Fluoro-2-nitrobenzene

Product 1

HCID 68857749HCID 68857749, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

7.05 g (50 mmol) of 2-fluoronitrobenzene, 6.77 g (50 mmol) of 2-(2-hydroxyethyl)pyridine and 16.62 g (50 mmol) of cesium carbonate in 30 mL of dimethyformamide were stirred at room temperature for 7 days. The mixture was then filtered, and the filtrate was subjected to fractional distillation. The solvent and unreacted 2-fluoronitribenzene distilled below 100° C. at 8 to 4 mbar. The product distilled in a bulb tube still at 170 to 180° C. of furnace temperature under a vacuum of 3 mbar.

Workup

  1. filtrationThe mixture was then filtered
  2. distillationthe filtrate was subjected to fractional distillation
  3. distillationThe solvent and unreacted 2-fluoronitribenzene distilled below 100° C. at 8 to 4 mbar
  4. distillationThe product distilled in a bulb tube still at 170 to 180° C. of furnace temperature under a vacuum of 3 mbar

Sources & evidence

ORD record
ord-3b0c450e2f0f42d28979072bb50f60f1
Source dataset
uspto-grants-2009_04
Patent number
US07517367B2

Reaction notes

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