HCID 90418861, compound → 1-Methoxy-2-methyl-3-(trifluoromethyl)benzene
Reaction equation
Cl[CH2:2][C:3]1[C:8]([C:9]([F:12])([F:11])[F:10])=[CH:7][CH:6]=[CH:5][C:4]=1[O:13][CH3:14]>[C].[Pd].CO>[CH3:14][O:13][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]([C:9]([F:10])([F:11])[F:12])[C:3]=1[CH3:2]Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 30 °C
Procedure
Into a 50-mL round-bottom flask, was placed 2-(chloromethyl)-1-methoxy-3-(trifluoromethyl)benzene (1.09 g, 4.85 mmol, 1.00 equiv), methanol (20 mL), Palladium carbon (1.50 g). The mixture was subjected to 2 atm of H2. The resulting solution was stirred overnight at 30° C. The reaction progress was monitored by GCMS. The solids were filtered out. The 30 mL H2O was added to the solution. The resulting solution was extracted with 3×50 mL of pentane and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 0.74 g (80%) of 1-methoxy-2-methyl-3-(trifluoromethyl)benzene as light yellow oil. The residue could be used for the next step directly. Mass spectrum (GC, m/z): Calcd. for C9H9F3O, 190.2 (M). found 190.2.
Workup
- customInto a 50-mL round-bottom flask, was placed
- filtrationThe solids were filtered out
- additionThe 30 mL H2O was added to the solution
- extractionThe resulting solution was extracted with 3×50 mL of pentane
- dry with materialdried over anhydrous sodium sulfate
- concentrationconcentrated under vacuum
- customThis resulted in 0.74 g (80%) of 1-methoxy-2-methyl-3-(trifluoromethyl)benzene as light yellow oil
Sources & evidence
- ORD record
- ord-111d02e86e4c4b1f9089d8cc8a6f008e
- Source dataset
- uspto-grants-2015_06
- Patent number
- US09067898B1
Reaction notes
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