反应详情

Allyl bromide (3.37 g) was added to a stirred suspension of ethyl 4-hydroxyphenoxyacetate (5.14 g) [prepared by method of Moser, J.A.C.S., (1950), 72, 1413) and potassium carbonate (3.90 g) in butan-2-one (50 ml). The reaction mixture was heated at reflux for 12 hours. The reaction mixture was cooled to ambient temperature and then filtered. The filtrate was evaporated to give an oil which was purified by column chromatography on silica gel (Merck. Art. No. 7734) using a 4:1 (v/v) mixture of hexane and ethylacetate as eluent to give ethyl 4-allyloxyphenoxyacetate (6.41 g) as a colourless oil; microanalysis, found: C, 65.8; H, 7.20%; C13H16O4 requires C, 66.1; H, 6.83%; NMR (CDCl3): 1.28 (3H, t), 4.25 (2H, q), 4.48 (2H, m), 4.57 (2H, s), 5.22-5.44 (2H, m), 5.92-6.12 (1H, m) and 6.84 (4H, s).

1. customprepared by method of Moser, J.A.C.S
2. temperatureThe reaction mixture was heated
3. temperatureat reflux for 12 hours
4. filtrationfiltered
5. customThe filtrate was evaporated
6. customto give an oil which
7. customwas purified by column chromatography on silica gel (Merck
8. additiona 4:1 (v/v) mixture of hexane and ethylacetate as eluent