Iodoethane → HCID 15058689, compound
Reaction equation
I[CH2:2][CH3:3].[F:4][CH2:5][CH2:6][O:7][C:8]1[C:16]([O:17][CH2:18][CH2:19][F:20])=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([OH:12])=[O:11].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.C(OCC)C>[F:4][CH2:5][CH2:6][O:7][C:8]1[C:16]([O:17][CH2:18][CH2:19][F:20])=[CH:15][CH:14]=[CH:13][C:9]=1[C:10]([O:12][CH2:2][CH3:3])=[O:11]Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 2
Procedure
Under a dry nitrogen atmosphere 0.91 gram (0.0058 mole) of iodoethane was added dropwise to a stirred mixture of 1.2 gram (0.0049 mole) of 2,3-di(2-fluoroethoxy)benzoic acid (Compound 105) and 1.4 grams (0.0097 mole) of potassium carbonate in 40 ml of acetone. The reaction mixture was heated at reflux for 24 hours and then was allowed to cool to room temperature. The solvent was evaporated under reduced pressure leaving a residue. This residue was dissolved in diethyl ether, and the solution was washed with water followed by an aqueous, saturated sodium chloride solution. The washed organic phase was dried over anhydrous magnesium sulfate and filtered. The filtrate was evaporated under reduced pressure to yield 1.2 gram of ethyl 2,3-di(2-fluoroethoxy)benzoate as an oil, Compound 107 of Table 1.
Workup
- temperatureThe reaction mixture was heated
- temperatureat reflux for 24 hours
- customThe solvent was evaporated under reduced pressure
- customleaving a residue
- washthe solution was washed with water
- dry with materialThe washed organic phase was dried over anhydrous magnesium sulfate
- filtrationfiltered
- customThe filtrate was evaporated under reduced pressure
Sources & evidence
- ORD record
- ord-2ba16d8602e84550948b615e510b9958
- Source dataset
- uspto-grants-1990_10
- Patent number
- US04960884
Reaction notes
Loading…