Water → HCID 10063483, compound

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).

1. stirringthe mixture was stirred at room temperature for 30 minutes
2. customthe aqueous layer was separated
3. extractionextracted with ethyl acetate
4. washThe combined organic layers were washed with a saturated aqueous sodium bicarbonate solution and brine
5. dry with materialdried over anhydrous magnesium sulfate
6. customAfter the solvent was removed under reduced pressure, ethyl acetate (8.6 mL) and 2-propanol (23 mL)
7. additionwere added to the residue
8. temperaturethe mixture was heated to dissolve
9. filtrationthe resulting crystals were collected by filtration

ORD record

ord-573be76946374d34affc893b7afecff1

Source dataset

uspto-grants-2002_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06376707B1