Sodium Hydroxide → HCID 58516415, compound

Participants

Reaction Conditions

Reaction Steps

In a sulfonation flask 299 mg (1.1 mmol) 1-(2,4,5-trichlorothiophene-3-yl)propan-2-one O-methyl oxime were dissolved in 3.5 ml acetic acid and the resulting mixture was cooled to a temperature of 15° C. Then 138 mg (2.2 mmol) sodiumcyanoborohydride was added and the reaction mixture was stirred for 7 hours at ambient temperature. The mixture was then carefully diluted with 20 ml of water and the pH was adjusted to ca.10 by slowly adding 16 ml of 4N sodiumhydroxide solution. The mixture was extracted 3 times with ethylacetate and the combined organic phase was washed 2 times with water. After drying and evaporation of the solvent, the residue was purified by column chromatography (eluent: ethylacetate/heptane 1:9). Yield: 304 mg (100% of theory) of a colourless liquid (NMR-data see table 9).

Provenance & Evidence