Dimethylformamide → 4-(2-Fluoroethoxy)isopropenylbenzene

HRID 1583585

Reaction equation

HRID 1583585 reaction equation
CN(C)C=O.[C:6]([C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)([CH3:8])=[CH2:7].[F:16][CH2:17][CH2:18]Cl.C(=O)([O-])[O-].[K+].[K+]>O>[F:16][CH2:17][CH2:18][O:15][C:12]1[CH:13]=[CH:14][C:9]([C:6]([CH3:8])=[CH2:7])=[CH:10][CH:11]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 129831-Chloro-2-fluoroethaneHCID 584247p-Isopropenylphenol

Product 1

HCID 202592654-(2-Fluoroethoxy)isopropenylbenzeneYield 95.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To 30 ml of dimethylformamide were added 7.0 g of 4-isopropenylphenol, 6.1 g of 1-fluoro-2-chloroethane and 8.7 g of potassium carbonate. With stirring, they were reacted at 120° C. for 4 hours. The reaction mixture was cooled to room temperature, and poured into water. The mixture was then extracted with toluene. The toluene layer was washed with water and dried over anhydrous sodium sulfate. Toluene was evaporated under reduced pressure to give 9.0 g of crude 4-(2-fluoroethoxy)isopropenylbenzene.

Workup

  1. customthey were reacted at 120° C. for 4 hours
  2. extractionThe mixture was then extracted with toluene
  3. washThe toluene layer was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customToluene was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c8440b73d64141fe9a53354cfa7b5462
Source dataset
uspto-grants-1985_11
Patent number
US04552894

Linked notes

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