HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → Methanesulfonic acid 2-(4-chloro-benzyloxy)-ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-[(4-Chlorobenzyl)oxy]-1-ethanol | HCID 2763751 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Methanesulfonic acid 2-(4-chloro-benzyloxy)-ethyl ester | HCID 59593471 | — |
Reaction Steps
A solution of methanesulfonyl chloride (980 μL, 12.6 mmol) in dry DCM (10 mL) was slowly added to a cooled (0° C.) solution of 2-(4-chloro-benzyloxy)-ethanol (2.14 g, 11.46 mmol) and diisopropyethylamine (2.0 mL, 23 mmol) in dry DCM (10 mL). The reaction mixture was allowed to warm to RT overnight. Water was added and the organic layer was dried (MgSO4) and concentrated. The residue was purified by column chromatography over silica using a gradient of 0-20% diethyl ether/cyclohexane to afford the pure product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846955B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-58bc85cb922144c3bfaba53750531d1d |
| Source note | uspto-grants-2010_12 |