Epichlorohydrin → 2-((4-(Trifluoromethyl)phenoxy)methyl)oxirane
Reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][C:6]([OH:9])=[CH:5][CH:4]=1.C([O-])([O-])=O.[K+].[K+].[CH2:18]([CH:20]1[O:22][CH2:21]1)Cl>>[F:1][C:2]([F:10])([F:11])[C:3]1[CH:4]=[CH:5][C:6]([O:9][CH2:18][CH:20]2[O:22][CH2:21]2)=[CH:7][CH:8]=1Participants
4
Conditions
- Temperature
- 120 °C
Procedure
A mixture of 4-trifluoromethyl phenol (2 g), K2CO3 (2.04 g) and epichlorohydrin (10 mL) was stirred at 120° C. for 4 hrs. After completion of reaction, the solid was filtered, filtrate was Diluted with water (50 mL) and extracted with ethylacetate (3×25 mL). Organic layer was washed with Distilled water (3×100 mL) and concentrated to an oil, which was purified on silica gel column using hexane:ethylacetate (9:1) as eluant, to given required compound 2.42 g (90%) yield.
Workup
- customAfter completion of reaction
- filtrationthe solid was filtered
- additionfiltrate was Diluted with water (50 mL)
- extractionextracted with ethylacetate (3×25 mL)
- washOrganic layer was washed with Distilled water (3×100 mL)
- concentrationconcentrated to an oil, which
- customwas purified on silica gel column
- customyield
Sources & evidence
- ORD record
- ord-0924f1fbf86445abb5abf5f65c625bdc
- Source dataset
- uspto-grants-2005_11
- Patent number
- US06962945B2
Reaction notes
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