Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methanesulfonyl chloride | HCID 31297 | — |
| Reactant | Ethyl 2-[4-(2-hydroxyethyl)phenoxy]acetate | HCID 11775791 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 10063483 | HCID 10063483 | — |
Reaction Steps
To a solution of ethyl 2-[4-(2-hydroxyethyl)-phenoxy]acetate (7.3 g) in ethyl acetate (22 mL) was added triethylamine (5.9 mL) at room temperature under a nitrogen atmosphere, and the mixture was stirred. Methanesulfonyl chloride (2.8 mL) was added dropwise to the mixture at 0-15° C. of internal temperature, and the mixture was stirred at room temperature for 30 minutes. After water was added to the reaction mixture, the aqueous layer was separated and extracted with ethyl acetate. The combined organic layers were washed with a saturated aqueous sodium bicarbonate solution and brine, and dried over anhydrous magnesium sulfate. After the solvent was removed under reduced pressure, ethyl acetate (8.6 mL) and 2-propanol (23 mL) were added to the residue, and the mixture was heated to dissolve. After cooling to room temperature, the resulting crystals were collected by filtration to give ethyl 2-[4-(2-methanesulfonyloxyethyl)-phenoxy]acetate (7.2 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06376707B1 |
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| Source dataset | uspto-grants-2002_04 |
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| ORD ID | ord-573be76946374d34affc893b7afecff1 |
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| Source note | uspto-grants-2002_04 |
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