反应详情

1.42 g of 2-thienylacetic acid are added in portions to a solution, kept at 0°-5° C., of 1.34 g of N-hydroxymethyl acetamide (Einhorn, Ann. Chem., volume 343, page 264 (1905)) in 10 ml of trifluoroacetic acid, whilst stirring. The mixture is stirred for 2 hours at 0°-5° C. and the trifluoroacetic acid is distilled off under reduced pressure. 30 ml of water are added to the residue and the mixture is extracted with twice 50 ml of ethyl acetate. The organic extracts are washed with a saturated aqueous sodium chloride solution, dried over magnesium sulphate, concentrated under reduced pressure and filtered through silica gel. The residue is crystallised from ethyl acetate and gives 2-(5-acetylaminomethyl-2-thienyl)-acetic acid, thin layer chromatogram (silica gel): Rf=0.61 (system: butanol/acetic acid/water, 45:45:10); infrared absorption spectrum (mineral oil): characteristic bands at 2.95μ, 5.82μ, 6.23μ and 6.38μ.

1. stirringThe mixture is stirred for 2 hours at 0°-5° C.
2. distillationthe trifluoroacetic acid is distilled off under reduced pressure
3. addition30 ml of water are added to the residue
4. extractionthe mixture is extracted with twice 50 ml of ethyl acetate
5. washThe organic extracts are washed with a saturated aqueous sodium chloride solution
6. dry with materialdried over magnesium sulphate
7. concentrationconcentrated under reduced pressure
8. filtrationfiltered through silica gel
9. customThe residue is crystallised from ethyl acetate