Acetic Anhydride → Methyl 2-(methoxymethylidene)-3-oxopentanoate

반응식

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

참가 물질

반응물 3

HCID 7918Acetic Anhydride

HCID 9005Trimethyl orthoformate

HCID 121699Methyl 3-oxovalerate

생성물 1

HCID 53662896Methyl 2-(methoxymethylidene)-3-oxopentanoate

실험 절차

A mixture of methyl propionylacetate (112.2 g, 0.86 mol), trimethyl orthoformate (188 ml, 1.72 mol) and acetic anhydride (81 ml, 0.86 mol) was heated at reflux for 17 hours, then the volatile material removed in vacuo, finally at 70°/0.3 mm. The residue was predominantly methyl 2-propanoyl-3-methoxyacrylate, and was used without further purification.