Diphenyl Ether → Ethyl 3-allyl-4-hydroxyphenoxyacetate
反応式
C([O:4][C:5]1[CH:17]=[CH:16][C:8]([O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])=[CH:7][CH:6]=1)C=C.[C:18]1(OC2C=CC=CC=2)[CH:23]=CC=C[CH:19]=1>>[CH2:23]([C:17]1[CH:16]=[C:8]([CH:7]=[CH:6][C:5]=1[OH:4])[O:9][CH2:10][C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:18]=[CH2:19]参加物
3
実験手順
A solution of ethyl 4-allyloxyphenoxyacetate (2.0 g) in diphenylether (15 ml) was heated at reflux for 12 minutes. The reaction mixture was allowed to cool to ambient temperature and the reaction mixture was poured onto a silica gel pad (Merck Art. No. 9385). Elution with hexane followed by a 4:1 (v/v) mixture of hexane and ethyl acetate gave ethyl 3-allyl-4-hydroxyphenoxyacetate (1.62 g) as a solid, mp 52.8° C.; microanalysis, found: C, 66.3; H, 7.20%; C13H16O4 requires: C, 66:1; H, 6.83%; NMR (CDCl3): 1.28 (3H, t), 3.35 (2H, d), 4.25 (2H, q), 4.55 (2H, s), 4.73 (1H, s), 5.07-5.20 (2H, m), 5.88-6.10 (1H, m) and 6.62-6.78 (3H, m); m/z 237 (M+H).
後処理
- temperatureat reflux for 12 minutes
- additionthe reaction mixture was poured onto a silica gel pad (Merck Art
- washElution with hexane