Potassium Carbonate → tert-butyl (NE)-N-[[3-(trifluoromethyl)phenyl]methylidene]carbamate

HRID 220631

Reaction equation

HRID 220631 reaction equation
C(=O)([O-])[O-].[K+].[K+].C1(S([CH:16]([NH:27][C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:32])[CH3:31])[C:17]2[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([F:26])([F:25])[F:24])[CH:18]=2)(=O)=O)C=CC=CC=1>C1COCC1>[F:24][C:23]([F:25])([F:26])[C:19]1[CH:18]=[C:17](/[CH:16]=[N:27]/[C:28](=[O:34])[O:29][C:30]([CH3:33])([CH3:31])[CH3:32])[CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 2

HCID 11430Potassium CarbonateHCID 59536907tert-Butyl {(phenylsulphonyl)[3-(trifluoromethyl)phenyl]methyl}carbamate

Product 1

HCID 46855703tert-butyl (NE)-N-[[3-(trifluoromethyl)phenyl]methylidene]carbamate

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A quantity of 10.88 g (78.73 mmol) of potassium carbonate was dried hot in an HV, left to cool under argon to RT and admixed with 127 ml of THF and also with 5.45 g (13.12 mmol) of the sulphonyl compound from Example 10A. The mixture was stirred at reflux for 16 h under argon. The mixture was cooled to RT and then filtered through Celite. The latter was rinsed with THF. The entire filtrate was freed from the volatile components on a rotary evaporator and then in an HV, to give 3.63 g (100% of theory) of the title compound.

Workup

  1. waitleft
  2. temperatureat reflux for 16 h under argon
  3. temperatureThe mixture was cooled to RT
  4. filtrationfiltered through Celite
  5. washThe latter was rinsed with THF
  6. customThe entire filtrate was freed from the volatile components on a rotary evaporator

Sources & evidence

ORD record
ord-4c6c1a1b0dba4bb9aaeecb4ab95045ce
Source dataset
uspto-grants-2012_06
Patent number
US08202895B2

Linked notes

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