Acetic Anhydride → Isopropyl ethoxymethyleneacetoacetate

반응식

[C:1]([O:7][CH:8]([CH3:10])[CH3:9])(=[O:6])[CH2:2][C:3]([CH3:5])=[O:4].[CH:11](OCC)(OCC)[O:12][CH2:13][CH3:14].C(OC(=O)C)(=O)C>>[CH2:13]([O:12][CH:11]=[CH:5][C:3](=[O:4])[CH2:2][C:1]([O:7][CH:8]([CH3:10])[CH3:9])=[O:6])[CH3:14]

참가 물질

반응물 3

HCID 7918Acetic Anhydride

HCID 31214Ethyl orthoformate

HCID 68329Isopropyl acetoacetate

생성물 1

HCID 54442058Isopropyl ethoxymethyleneacetoacetate

실험 절차

From isopropyl acetoacetate (28.8 g, 0.20 mol) which can be made by the process described by Lawesson etal., Organic Synthesis, Coll. Vol. V, 155-157 (1973), triethyl orthoformate (29.6 g, 0.20 mol) and acetic anhydride (41 g, 0.40 mol): 14.3 g, 35.7%; bp=85°-90° C. at 0.20 mm Hg; NMR (CDCl3) δ 1.3-1.6 (m, 9H), 2.3-2.6 (d, 3H), 4.1-4.5 (m, 2H), 5.0-5.4 (m, 1H), 7.6-7.8 (d, 1H).