Methanol → Benzyl methyl ether
Reaction equation
[CH2:1](Cl)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:9][OH:10].O>C1C=CC=CC=1>[CH3:9][O:10][CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
To a solution of 1.57 g (10 mmol) of benzyl chloride in 40 ml of benzene, 5.57 g (15 mmol) of the tris(dimethylamino)[tris(dimethylamino)phosphoranilideneamino]phosphonium salt of methanol, said salt having had been synthesized in a similar manner as in Example 1, were added at 0° C., followed by a reaction at room temperature for 3 hours. Water (50 ml) was then added to the reaction mixture to terminate the reaction. An organic layer was separated, washed successively with 20 ml of water and 20 ml of a saturated aqueous solution of sodium chloride, and then concentrated to dryness. The resulting liquid compound was distilled, whereby benzyl methyl ether, the target compound, was obtained as a colorless liquid compound in an amount of 1.13 g. Its yield was 93%.
Workup
- customhaving had been synthesized in a similar manner as in Example 1
- additionwere added at 0° C.
- customfollowed by a reaction at room temperature for 3 hours
- customto terminate
- customthe reaction
- customAn organic layer was separated
- washwashed successively with 20 ml of water and 20 ml of a saturated aqueous solution of sodium chloride
- concentrationconcentrated to dryness
- distillationThe resulting liquid compound was distilled
Sources & evidence
- ORD record
- ord-997bf4f7a2b34947b56a3a5f317e00e2
- Source dataset
- uspto-grants-2005_08
- Patent number
- US06936684B2
Reaction notes
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