Sodium hydride → Methyl 2-(2-thienylmethoxy)acetate

To a stirring 25 mL solution of 1.14 g (10 mmol) of thiophenemethanol in THF was added 0.24 g (10 mmol) of NaH. After the evolution of gas had ceased, 1.53 g (10 mmol) of methyl bromoacetate was added to the reaction. After 15 minutes, the reaction mixture was filtered. The solvent was removed under reduced pressure. The residue was then dissolved in 50 mL of EtOAc. The organic layer was washed with 3×50 mL of H2O, and was treated in the manner described above in Example 7. The residue was chromatographed to yield 0.91 g (49%) of product. Analysis calculated for C8H10O3S (M.W. 186.23): C, 51.60; H, 5.41. Found: C, 51.41; H, 5.60.

1. filtrationthe reaction mixture was filtered
2. customThe solvent was removed under reduced pressure
3. dissolutionThe residue was then dissolved in 50 mL of EtOAc
4. washThe organic layer was washed with 3×50 mL of H2O
5. additionwas treated in the manner
6. customThe residue was chromatographed

ORD-Eintrag

ord-ea04292fede442ef90d7ec61558bad7a

Quelldatensatz

uspto-grants-1995_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05464830