Chloroform → HCID 89159242, compound

HRID 1477595Notes

Reaction equation

HRID 1477595 reaction equation
C(Cl)(Cl)Cl.[F:5][C:6]([F:12])([F:11])[C:7]([CH3:10])([OH:9])[CH3:8].[C:13]([N:20]1[CH:24]=[CH:23][N:22]=[CH:21]1)(N1C=CN=C1)=[O:14].[CH3:25][I:26]>C(#N)C.O>[I-:26].[CH3:25][N+:22]1[CH:23]=[CH:24][N:20]([C:13]([O:9][C:7]([CH3:10])([CH3:8])[C:6]([F:12])([F:11])[F:5])=[O:14])[CH:21]=1

Participants

7

Reactant 4

HCID 6212ChloroformHCID 6328Methyl iodideHCID 681821,1,1-Trifluoro-2-methylpropan-2-olHCID 682631,1'-Carbonyldiimidazole

Product 1

HCID 89159242HCID 89159242, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

To a chloroform solution (10 mL) of 1,1,1-trifluoro-2-methylpropan-2-ol (500 mg, 3.90 mmol), 1,1′-carbonyldiimidazole (696 mg, 4.29 mmol) was added at room temperature and the resultant solution was stirred for 1 day. To the reaction solution, water was added and extraction with chloroform from the resultant mixture was performed twice. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure. To an acetonitrile solution of the obtained residue, methyl iodide (2.21 g, 15.6 mmol) was added and the resultant mixture was stirred for 1 week. The reaction solution was concentrated under reduced pressure to obtain a crude product of the title compound and the crude product was used in the next reaction as it was.

Workup

  1. extractionextraction with chloroform from the resultant mixture
  2. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  3. concentrationconcentrated under reduced pressure
  4. concentrationThe reaction solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-4f24b851a3f94e84b7a79581e52f856e
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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