HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 1-(2,6-Bisbenzyloxy-4-methylphenyl)ethanone
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Benzyl Bromide | HCID 7498 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 3,5-Dihydroxy-4-acetyltoluene | HCID 10419531 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 1-(2,6-Bisbenzyloxy-4-methylphenyl)ethanone | HCID 22016645 | 79.9% |
Reaction Steps
1.62 g (9.75 mmol) of 1-(2,6-dihydroxy-4-methylphenyl)ethanone (35) are dissolved in 30 ml of dimethylformamide, and 4.0 ml (33.7 mmol) of benzyl bromide and 13.8 g (100 mmol) of potassium carbonate are added. The reaction mixture is stirred at room temperature for 3 hours. This is followed by addition of water and extraction twice with ethyl acetate. The combined organic phases are washed with saturated sodium chloride solution, dried over sodium sulfate and concentrated in a rotary evaporator. 1.35 g (40%) of compound 36 are obtained as a colorless crystalline product. C23H22O3 (346.2) MS (ESI+): 347.15 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07288528B2 |
| Source dataset | uspto-grants-2007_10 |
| ORD ID | ord-8db692d3984a417d809066e3c39e735c |
| Source note | uspto-grants-2007_10 |