Benzene, 1,3-bis(trifluoromethyl)- → HCID 67327055, compound

HRID 1803406Notes

Reaction equation

HRID 1803406 reaction equation
F[B-](F)(F)F.[CH:6]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH:15]([CH3:17])[CH3:16])[C:10]=1[NH+:18]1[CH2:22][CH2:21][N:20]([C:23]2[C:28]([CH:29]([CH3:31])[CH3:30])=[CH:27][CH:26]=[CH:25][C:24]=2[CH:32]([CH3:34])[CH3:33])[CH2:19]1)([CH3:8])[CH3:7].[O-:35][CH2:36]C.[Na+].FC(F)(F)C1C=CC=C(C(F)(F)F)C=1>CO>[CH3:36][O:35][CH:19]1[N:18]([C:10]2[C:11]([CH:15]([CH3:17])[CH3:16])=[CH:12][CH:13]=[CH:14][C:9]=2[CH:6]([CH3:8])[CH3:7])[CH2:22][CH2:21][N:20]1[C:23]1[C:24]([CH:32]([CH3:34])[CH3:33])=[CH:25][CH:26]=[CH:27][C:28]=1[CH:29]([CH3:31])[CH3:30]

Participants

5

Reactant 3

HCID 223106Benzene, 1,3-bis(trifluoromethyl)-HCID 2723922Sodium ethoxideHCID 86655980HCID 86655980, compound

Product 1

HCID 67327055HCID 67327055, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

A 50 mL flask replaced with nitrogen was charged with 500 mg of 1,3-bis[(2,6-diisopropyl)phenyl]imidazolinium tetrafluoroborate and 3 g of methanol. To the resulting mixture, 1.4 mL of a methanol solution of 1 M sodium ethoxide was added dropwise at room temperature over 30 minutes. The resulting mixture was stirred at room temperature for 2 hours and then concentrated. To the residue thus obtained, 5 g of 1,3-bis(trifluoromethyl)benzene was added and then the precipitated solid was removed by filtration. The filtrate was concentrated to obtain 430 mg of 2-methoxy-1,3-bis[(2,6-diisopropyl)phenyl]imidazolidine as a pale yellow crystal, yield: 97%.

Workup

  1. customA 50 mL flask replaced with nitrogen
  2. concentrationconcentrated
  3. customTo the residue thus obtained
  4. customthe precipitated solid was removed by filtration
  5. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-1bda1c0a9a904338ad1f8cb6a9b28470
Source dataset
uspto-grants-2013_01
Patent number
US08350051B2

Reaction notes

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