Acetic Acid → HCID 13251037, compound

Participants

Reaction Steps

To 11.50 g (26.5 mmol) of ethyl-4-(4,4-dimethyl-4-sila-n-hexadecylamino)-benzoate in 150 ml of freshly distilled 2-methoxy-ethanol (peroxide free) refluxing under nitrogen, is gradually added a solution of 10.0 g (approx. 161 mmol) of potassium hydroxide in 17 ml of water. After the addition, refluxing is continued for 45 mins. Then 15 ml (250 mmol) of acetic acid (100%) is added and the reaction mixture cooled. Toluene is then added and the mixture agitated. The organic phase is recovered, washed with 4 portions of water, dried over anh. sodium sulfate, filtered and the filtrate evaporated to yield crude title product as a semi-solid residue, which upon recrystallization from heptane-hexane (50/50) gives refined title product, m.p. (88)--89°-90°.

Provenance & Evidence