These common heterocyclic compound, 78191-00-1, name is N-Methoxy-N-methylacetamide, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: N-Methoxy-N-methylacetamide
4-Prop-2-ynyl-morpholine (22 g, 176 mmol) was dissolved under nitrogen in THF (40 mL) and cooled to-40 C. Then a 2 M solution of isopropyl magnesium chloride in THF (97 mL, 193 mmol) was added while keeping the temperature below-20 C. Stirring at – 40 C to-30 C was continued for 30 min. In a separate flask, N-methoxy-N- methylacetamide (20 g, 193 mmol) was dissolved under nitrogen in THF (40 mL) and cooled to-10 C in ice/MeOH. The Grignard solution prepared above was transferred to the Weinreb amide solution at-10 C via teflon tubing under slightly positive nitrogen pressure in vessel 1. There was no exotherm. Stirring at-10 C to 0 C was continued for 2 h. Ther resulting white suspension was poured on a 1 : 1-mixture of ice and saturated NH4Cl solution (400 mL). Extraction: 2 x AcOEt, 1 x saturated NaCl solution. One obtained a yellow oil (26. 1 g, 89 %). Chromatography on silica gel in heptane/ethyl acetate 1: 2 gave 19.4 g (66 %) of a brown oil which was distilled in the Kugelrohr at 130 C/0. 2 mbar. One obtained 15.8 g (53 %) of a yellow oil.
The synthetic route of N-Methoxy-N-methylacetamide has been constantly updated, and we look forward to future research findings.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2005/94828; (2005); A1;,
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