Hydrochloric Acid → 1-(5-Bromothiophen-2-yl)-2-fluoroethan-1-one

To a stirred solution of 2-bromo-5-(2-fluoro-1,1-dimethoxy-ethyl)-thiophene (9.4 g, 35 mmol) in MeCN (100 mL) was added 10% aq. HCl (50 mL) at 20° C. and the reaction mixture was stirred at ° C. for 3 h. Solvent was removed in vacuo to afford a residue, which was partitioned between DCM and water, the aqueous layer was extracted with DCM. The combined organic layers were washed with water, sat aq. NaHCO3 and brine, dried over sodium sulfate and evaporated in vacuo to give a white solid. It was dissolved in minimum volume of DCM, and a large volume of hexane was added. After evaporation of most of the solvent, solid precipitated and was then collected with filtration, washed with hexane and dried under high vacuum to afford 1-(5-bromo-thiophen-2-yl)-2-fluoro-ethanone (6.52 g, 84%). 1H-NMR (CDCl3): δ 7.64 (d, 1H), 7.15 (d, 1H), 5.26 (d, 2H).

1. customSolvent was removed in vacuo
2. customto afford a residue, which
3. customwas partitioned between DCM and water
4. extractionthe aqueous layer was extracted with DCM
5. washThe combined organic layers were washed with water
6. dry with materialdried over sodium sulfate
7. customevaporated in vacuo
8. customto give a white solid
9. customAfter evaporation of most of the solvent, solid
10. customprecipitated
11. filtrationwas then collected with filtration
12. washwashed with hexane
13. customdried under high vacuum

ORD-Eintrag

ord-b45aa226f40845d28fc0c952760398e2

Quelldatensatz

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08703805B2