Potassium Phosphate, Dibasic → 3-Methoxymethoxy-2,2-dimethylpropionic acid chloromethyl ester

Temperature

0 °C

To a mixture of water (240 mL) and TBME (360 mL), dipotassium hydrogen phosphate (246 g), tetrabutylammonium hydrogen sulfate (9.65 g) and 3-methoxymethoxy-2,2-dimethylpropionic acid (45.8 g) were sequentially added. The mixture was cooled to 0° C., and chloromethyl chlorosulfate [CAS No. 49715-04-0] (42.1 mL) was added dropwise thereto with stirring, followed by stirring the resulting mixture overnight at room temperature. Water (1.3 L) and TBME (800 mL) were added to the mixture. After shaking the mixture, the organic layer was collected and washed twice with saturated aqueous sodium chloride solution (300 mL), followed by drying over anhydrous magnesium sulfate. The resulting mixture was filtered and the obtained filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (mixed solvent of heptane-ethyl acetate) to obtain the captioned compound (41.7 g).

1. additionwere sequentially added
2. addition49715-04-0] (42.1 mL) was added dropwise
3. stirringby stirring the resulting mixture overnight at room temperature
4. stirringAfter shaking the mixture
5. customthe organic layer was collected
6. washwashed twice with saturated aqueous sodium chloride solution (300 mL)
7. dry with materialby drying over anhydrous magnesium sulfate
8. filtrationThe resulting mixture was filtered
9. concentrationthe obtained filtrate was concentrated under reduced pressure
10. customThe obtained residue was purified by silica gel column chromatography (mixed solvent of heptane-ethyl acetate)

ORD record

ord-498c44e37a074bf0b387743f6878c27b

Source dataset

uspto-grants-2013_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08436009B2