Ethylene Glycol → 2-(4-Nitrophenoxy)ethanol
Reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.C([O-])([O-])=O.[Cs+].[Cs+].[CH2:17]([OH:20])[CH2:18][OH:19].CCCCCC.C(OCC)(=O)C>O>[N+:8]([C:5]1[CH:6]=[CH:7][C:2]([O:19][CH2:18][CH2:17][OH:20])=[CH:3][CH:4]=1)([O-:10])=[O:9]Participants
6
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
Into a 100 mL 3-neck RBF equipped with a magnetic stirrer, reflux condenser, and thermo pocket were added 4-fluoro nitrobenzene (5.00 g), Cs2CO3 (23.0 g) and ethylene glycol (50 mL). The reaction mixture was heated to 80° C. for 30 minutes. The reaction was monitored on TLC using hexane:ethyl acetate (7:3) as mobile phase. After completion, the reaction mixture was cooled to room temperature and poured into cold water. Solid precipitate was filtered and washed with water. Solid material was dried under reduced pressure at 45° C. for 1 hr to give 6.43 g of 2-(4-nitrophenoxy)ethanol. The obtained solid was taken for the next step without further purification.
Workup
- customInto a 100 mL 3-neck RBF equipped with a magnetic stirrer
- temperaturereflux condenser
- temperatureAfter completion, the reaction mixture was cooled to room temperature
- filtrationSolid precipitate was filtered
- washwashed with water
- customSolid material was dried under reduced pressure at 45° C. for 1 hr
Sources & evidence
- ORD record
- ord-9cc56d206f5b4530b7a6651bd28c258b
- Source dataset
- uspto-grants-2015_09
- Patent number
- US09126950B2
Reaction notes
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