HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 3-(2-Methoxybenzyloxy)benzyl methanesulfonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Sodium borohydride | HCID 4311764 | — |
| Reactant | 3-[(2-Methoxybenzyl)oxy]benzaldehyde | HCID 19744674 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-(2-Methoxybenzyloxy)benzyl methanesulfonate | HCID 19744685 | 95.3% |
Reaction Steps
530 mg of 3-(2-methoxybenzyloxy)benzyl alcohol obtained by reducing 3-(2-methoxybenzyloxy)benzaldehyde with sodium borohydride in ethanol was dissolved in 8 ml of methylene chloride. The solution was stirred at -5° to 0° C., 0.20 ml of methanesulfonyl chloride and 0.65 ml of triethylamine were added. The mixture was stirred at this temperature for 5 minutes. The reaction mixture was diluted with methylene chloride, washed with a saturated aqueous solution of sodium hydrogen carbonate, and dried over anhydrous magnesium sulfate. The solvent was evaporated to give 660 mg (yield 95.3%) of the captioned compound as a colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05234946 |
| Source dataset | uspto-grants-1993_08 |
| ORD ID | ord-a6523f97b4714d6395647080b33a8420 |
| Source note | uspto-grants-1993_08 |