HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → Methanesulfonic acid (S)-3-(2,6-dimethoxy-phenoxy)-2-methanesulfonyloxy-propyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Sodium Bisulfate | HCID 516919 | — |
| Reactant | (R)-3-(2,6-Dimethoxyphenoxy)propane-1,2-diol | HCID 10799347 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methanesulfonic acid (S)-3-(2,6-dimethoxy-phenoxy)-2-methanesulfonyloxy-propyl ester | HCID 86644725 | — |
Reaction Steps
(R)-3-(2,6-Dimethoxyphenoxy)propane-1,2-diol (2.26 g, 9.90 mmol) in dichloromethane (20 ml) was cooled to 0° C. and stirred under nitrogen atmosphere. Triethyl amine (2.94 g, 29.00 mmol) was added in 15 min. Methanesulfonic acid chloride (2.61 g, 21.80 mmol) was added, and the mixture was stirred at +25° C. for 3 h. Dichloromethane (20 ml) and 1 M NaHSO4 solution (10 ml) were added and the layers were separated. Organic layer was washed with 1 M NaHSO4 solution (10 ml), water (10 ml) and saturated sodium chloride solution (10 ml), dried (Na2SO4), filtered and evaporated to dryness to give 3.08 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08492549B2 |
| Source dataset | uspto-grants-2013_07 |
| ORD ID | ord-d83d2cf3d8744bd3b05315bb617bcef5 |
| Source note | uspto-grants-2013_07 |