HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 4-Bromo-1-methoxy-2-({[4-(trifluoromethyl)benzyl]oxy}methyl)benzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | 1-(Bromomethyl)-4-(trifluoromethyl)benzene | HCID 123062 | — |
| Reactant | 5-Bromo-2-methoxybenzyl alcohol | HCID 612298 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-Bromo-1-methoxy-2-({[4-(trifluoromethyl)benzyl]oxy}methyl)benzene | HCID 22494154 | 101.2% |
Reaction Steps
0.8 g of 5-bromo-2-methoxyphenyl methanol was dissolved in 30 ml tetrahydrofuran. 2.6 g of 4-(trifluoromethyl)benzyl bromide and 0.22 g of sodium hydride (60% oily) were added thereto, followed by stirring at room temperature for 16 hours. Water was added to the reaction solution, followed by extracting with diethyl ether. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and the solvent was evaporated. The residue was subjected to silica gel column chromatography, to give 1.4 g of 4-bromo-1-methoxy-2-({[4-(trifluoromethyl)benzyl]oxy}methyl)benzene from fractions eluted with hexane-ethyl acetate (9:1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06884821B1 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-b024047f67714d388ba7632ffafc8a7d |
| Source note | uspto-grants-2005_04 |