Ethanol → HCID 22590154, compound

HRID 23613Notes

Reaction equation

HRID 23613 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=C([CH:8]=[CH:9][C:10]=1[N:11]([CH2:15][CH2:16][OH:17])[CH2:12][CH2:13][OH:14])C#N.[OH-:20].[Na+].[CH2:22]([OH:24])[CH3:23]>>[F:1][C:2]([F:19])([F:18])[C:3]1[CH:4]=[C:23]([CH:8]=[CH:9][C:10]=1[N:11]([CH2:15][CH2:16][OH:17])[CH2:12][CH2:13][OH:14])[C:22]([OH:20])=[O:24]

Participants

4

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 225901623-Trifluoromethyl-4-[bis(2-hydroxyethyl) amino]benzonitrile

Product 1

HCID 22590154HCID 22590154, compound

Procedure

A solution of the 3-trifluoromethyl-4-[bis(2-hydroxyethyl) amino]benzonitrile and NaOH (0.8 g, 0.02 mol) in aqueous ethanol (10 ml, 50%) was refluxed for 2 hours. The solution was partitioned between EtOAc (120 ml) and HCl (50 ml, 0.4 M), the aqueous layer washed with EtOAc (3×25 ml), the combined organic layers dried (MgSO4) and evaporated to dryness. The residue was recrystallized from EtOAc to give 0.39 g of white crystals.

Workup

  1. customThe solution was partitioned between EtOAc (120 ml) and HCl (50 ml, 0.4 M)
  2. washthe aqueous layer washed with EtOAc (3×25 ml)
  3. dry with materialthe combined organic layers dried (MgSO4)
  4. customevaporated to dryness
  5. customThe residue was recrystallized from EtOAc

Sources & evidence

ORD record
ord-07aa7eaef78e44df9ce345f34b349766
Source dataset
uspto-grants-2005_02
Patent number
US06852755B1

Reaction notes

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