Pentafluorophenol → HCID 178462723, compound

HRID 1184317Notes

Reaction equation

HRID 1184317 reaction equation
[CH2:1]([N:3]1[CH2:7][CH2:6][N:5]([CH3:8])[C:4]1=[CH2:9])[CH3:2].[F:10][C:11]1[C:16]([OH:17])=[C:15]([F:18])[C:14]([F:19])=[C:13]([F:20])[C:12]=1[F:21]>C(OCC)C>[CH2:1]([N+:3]1[CH:7]=[CH:6][N:5]([CH3:8])[C:4]=1[CH3:9])[CH3:2].[F:10][C:11]1[C:16]([O-:17])=[C:15]([F:18])[C:14]([F:19])=[C:13]([F:20])[C:12]=1[F:21]

Participants

4

Reactant 2

HCID 13041PentafluorophenolHCID 69008699HCID 69008699, compound

Product 1

HCID 178462723HCID 178462723, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
-78 °C

Procedure

1.48 ml (11.95 mmol) 1-ethyl-3-methyl-2-methylene imidazoline is added to a solution of 2.20 g (11.95 mmol) pentafluorophenol in diethylether cooled to −78° C. by means of a syringe. The reaction mixture is warmed to room temperature over a period of 5 h and stirred at room temperature for 8 h. The precipitated, colorless solid is filtered off, washed twice with 20 ml diethylether and, subsequently, dried in vacuum. The desired product is obtained as a colorless solid which melts at 144° C.

Workup

  1. temperatureThe reaction mixture is warmed to room temperature over a period of 5 h
  2. filtrationThe precipitated, colorless solid is filtered off
  3. washwashed twice with 20 ml diethylether
  4. customsubsequently, dried in vacuum

Sources & evidence

ORD record
ord-967714a773604b798b6408a7f8056246
Source dataset
uspto-grants-2014_03
Patent number
US08669114B2

Reaction notes

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